TW200920255A - Oxopyrazine derivatives and herbicidal agent - Google Patents

Oxopyrazine derivatives and herbicidal agent Download PDF

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Publication number
TW200920255A
TW200920255A TW097129187A TW97129187A TW200920255A TW 200920255 A TW200920255 A TW 200920255A TW 097129187 A TW097129187 A TW 097129187A TW 97129187 A TW97129187 A TW 97129187A TW 200920255 A TW200920255 A TW 200920255A
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group
alkyl
alkoxy
atom
substituted
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TW097129187A
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TWI430749B (en
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Ryuji Tamai
Minoru Ito
Masami Kobayashi
Takashi Mitsunari
Yuki Nakano
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Kumiai Chemical Industry Co
Ihara Chemical Ind Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring

Abstract

The present invention provides oxopyrazine derivatives or the salts thereof having excellent herbicidal activity and showing high safety to the useful crops. The present invention is related to oxopyrazine derivatives represented by formula (I) or the salts thereof: {wherein, X1 represents an oxygen atom or a sulfur atom; X2 represents CH or N(O)m; m represents an integer of 0 or 1; R1 represents a hydrogen atom, C1 to C12 alkyl etc.; R2 represents a halogen atom, a cyano group etc.; R3 represents a hydroxyl group, a halogen atom etc.; A1 represents C(R4R5); A2 represents C(R6R7) or C=O; A3 represents C(R8R9); R4 to R9 represents a hydrogen atom or an alkyl group}; and an herbicidal agent containing these compounds.

Description

200920255 九、發明說明： 【發明所屬之技術領域】 本發明係關於新穎的側氧基吡畊衍生物或其鹽，以及 含有該等作為有效成分的除草劑及其使用方法。 【先前技術】 第2位經芳基羰基醯化的丨，^環己二酮衍生物甲，目 前已有數種化合物被當作農藥販售。例如硝草酮 (mesotrione)被使用作為具有新作用機能的玉蜀黍用莖葉 處理型除草劑而備受矚目。u_環己二酮環，就互變二異構 物而言，存在屬於其烯醇型的丨_經基：環己婦嗣，該衍 生物已被開發作為各種農藥用化合物。 〃例如已報告下列化合物：取代在2位的芳基隸基之受 基係吼卿各種雜環絲或環縣者（參照專利文獻U 環丙烧環進行稠合於π環己二闕環的4、5位者（參照肩 利文獻2)，2位的芳基幾基係射_5•基·羰基衍生物者（參 :專利文獻3)，2位的芳基羰基係娜_2去幾基衍生物者 (山參照專利文獻4); 2位的芳基幾基係塞二唾士基· ，基何生物者（參照專利文獻5); 2位的芳基㈣係 基射物者（參照專利文獻2、6、7、8、9及1())叛2 :=幾基係”嶋生物者(參照專利文獻；】及 2位的芳基絲係使用由料㈣所構成的雜芳 物(翏照專利文獻13);或者2位的芳基羰基係 。，坐類構成的唑羰基衍生物（參照專利文獻14) 、 ，亦報告】，3_環己二酮環的4位及ό位利用伸乙 320292 6 200920255 基等伸烷基進行架橋者（參照專利文獻8、11、12、13、14、 15及16)。另外，亦報告具有3,5-環己二酮-卜硫酮環者（該 3,5-環己二酮-1-硫酮環係使1,3-環己二酮環的5位成為侧 氧基、且1位成為硫代羰基而成）（參照專利文獻17)。 如上述，具有除草活性的環己二酮系化合物雖已有多 數報告，但如後式[I]所示本發明化合物般，具有經侧氧基 (oxo)或硫酮基（thioxo)[本說明書中，將該等基統稱為（硫代) 側氧基（(thio)oxo)]取代之二氫σ比D井環的環己二酮系化合 物，卻尚未被發現。 [專利文獻1]歐洲專利公開公報ΕΡ-283261號公報 [專利文獻2]W091/00260號公報 [專利文獻3]USP4708732號說明書 [專利文獻4]歐洲專利公開公報DE-3902818號公報 [專利文獻5]歐洲專利公開公報EP-33 8525號公報 [專利文獻6]曰本專利特開平2-78662號公報 , [專利文獻7]曰本專利特開平3_52862號公報 [專利文獻8]曰本專利特開平4-29973號公報 [專利文獻9]W096/14285號公報 [專利文獻1〇]W02000/39094號公報 [專利文獻11]曰本專利特開2000-16982號公報 [專利文獻12]W02000/14069號公報 [專利文獻13]W02000/68210號公報 [專利文獻14]日本專利特開2005-200401號公報 [專利文獻15]W02005/058831號公報 7 320292 200920255 [專利文獻16]W02006/066871號公報 [專利文獻17]DE10256354號公報 【發明内容】 (發明所欲解決之課題） /如上述，已知經特定雜芳基羰基取代的u-環己二酵 =化合物將具有除草活性，但因為該等化合物將需要高藥 :，因而並無法滿足當作除草劑用，將要求創造出更低荦 罝且具優越特性的除草劑。-糸 本發㈣錢於上述錄而完成，其目的在於提供對 =植物、有用作物不致造成㈣，且對於生長於旱地、 ^有二:；農耕地等處的各種雜草，能以繼 =早活性的化合物、以及含有該等化合物 (解決課題之手段；） 干θ 本發明者等為達成上述目的，針對環己二人物 的化學結構與除草活性進物 ^ ^ 研結果發現具有經側 二代之靖的環己二，系化合物，將可長 ㈣草 果園、水田、非農耕地等處所生長的各 =:發:對有用植物、有用作物等將呈現高安全性，遂 -1 3 ^己本f明特徵在於具有除草活性的2_雜芳基幾基 Hi衣己二酮系化合物中 氧基_〇)〇Xo)-叫3 λ於^、有取代基的2_(硫代）侧 酮美-笑在。^ 較佳可具有取代基的2-(硫代） 唆并吼哄基或可具有取代基的2·(硫代）側氧基-°比 疋开比u开_3_基作為該雜芳基。 320292 8 200920255 更詳§之，本發明係關於如下述（1)至（7广 -耸L)趟式_不之側氧基°比11 井衍生物或其農藥上 容許的鹽，該通式[I]係： R3 Ο X1200920255 IX. Description of the Invention: [Technical Field] The present invention relates to a novel pendant oxypyrylene derivative or a salt thereof, and a herbicide containing the same as an active ingredient and a method of using the same. [Prior Art] The second fluorenated aryl carbonyl group, a cyclohexanedione derivative A, has been sold as a pesticide. For example, mesotrione has been attracting attention as a herbaceous stem-and-leaf herbicide having a new function. The u-cyclohexanedione ring, in the case of the tautomeric diastereomer, has a quinone group which belongs to its enol type: cycloheximide, which has been developed as a compound for various pesticides. For example, the following compounds have been reported: those substituted by the aryl group at the 2-position of the various groups of heterocyclic filaments or ring counties (refer to the patent document U propylene ring for condensation on the π-cyclohexane ring) 4, 5 (refer to the shoulder literature 2), the 2nd aryl group is a _5• carbonyl derivative (see: Patent Document 3), the 2 aryl carbonyl system is 2 a derivative of a few bases (Mountain Reference Patent Document 4); an aryl group at the 2-position of a di-salt group, a genomic organism (refer to Patent Document 5); an aryl group (a) at the 2-position (Refer to Patent Documents 2, 6, 7, 8, 9 and 1 ()) Rebellion 2:=Several bases" (see patent literature;) and 2-position aryl silk system using material (4) Heteroaryl (refer to Patent Document 13); or an arylcarbonyl group at the 2-position, an azole carbonyl derivative of a sitting type (refer to Patent Document 14), and also reported], 4_cyclohexanedione ring 4 The position and the position are bridged by the extension of the alkyl group 320292 6 200920255 (see Patent Documents 8, 11, 12, 13, 14, 15 and 16). In addition, 3,5-cyclohexanedione is also reported. - thiophenone ring (the 3 The 5-cyclohexanedione-1-thione ring system is one in which the 5-position of the 1,3-cyclohexanedione ring is a pendant oxy group and the 1-position is a thiocarbonyl group (see Patent Document 17). The cyclohexanedione-based compound having herbicidal activity has been reported as a compound of the present invention represented by the following formula [I], and has a oxo or thioxo group. In the above, these groups are collectively referred to as (thio)oxo ((thio)oxo)] substituted dihydro σ ratio D cyclohexanone compound, but have not been found. [Patent Document 1] Europe Japanese Laid-Open Patent Publication No. H07-00260 [Patent Document 3] US Pat. No. 4,470, 732, [Patent Document 4] European Patent Publication No. DE-3902818 (Patent Document 5) European Patent Publication No. EP Japanese Laid-Open Patent Publication No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. [Patent Document 1] WO 096/14285 (Patent Document 1) WO2000/39094 (Patent Document 11) 曰本专利专开 2000-16982 [Patent Document 12] WO2000/14069 [Patent Document 13] WO2000/68210 (Patent Document 14) Japanese Patent Laid-Open Publication No. 2005-200401 (Patent Document 15) WO2005/058831 No. 7 320292 200920255 [Patent [Document 16] WO2006/066871 [Patent Document 17] DE 10256354 SUMMARY OF THE INVENTION (Problems to be Solved by the Invention) / As described above, u-cyclohexanediferase = compound substituted with a specific heteroarylcarbonyl group is known It will have herbicidal activity, but because these compounds will require high drug: and therefore not as a herbicide, it will require the creation of lower herbicides with superior properties. - 糸本发(4) Money was completed in the above record, the purpose of which is to provide no pollution to plants, useful crops (4), and for weeds growing in dry land, ^ two: farmland, etc. The compound of the early activity and the compound containing the same (the means to solve the problem;) The dry θ The inventors of the present invention have achieved the above-mentioned object, and have found that the chemical structure and the herbicidal activity of the Cycloheximide have been passed through the second generation. The Jingji, a compound of Jingjing, will grow in a long (four) grass orchard, paddy field, non-agricultural land, etc. =: hair: high safety for useful plants, useful crops, etc., 遂-1 3 ^ The present invention is characterized in that the herbicidal 2-(heteroaryl)-based hexamethylenedione-based compound has an oxy group 〇Xo)-called 3 λ(), a substituted 2-(thio) ketone. Beauty - laughing. Preferably, the 2-(thio)indenyl group which may have a substituent or the 2·(thio)-oxyl group which may have a substituent has a ratio of cleavage to a _3_ group as the hetero aryl group base. 320292 8 200920255 More specifically, the present invention relates to a salt of a well, or a pesticide thereof, as specified in the following (1) to (7) [I] Series: R3 Ο X1

[I] {式中， X1表示氧原子或硫原子； X2表示CH(該碳原子可經R2取代），即指可經取代基R2 取代的CH、或N(0)m ; m表示〇或1的整數； R1表示氫原子；（：广(：12烷基；c2~C6烯基；C2〜C6炔基； C3〜環院基；C3〜Cs環烷基c广C6烷基；鹵烷基； C2〜C6 i烯基；c2〜C6 4炔基；c3〜C8鹵環烷基；C3~C8鹵 %院基CrC6烷基；胺基Cl〜C6烷基；硝基C广C6烷基； 單（C〗〜C6烷基）胺基C〗〜C6烷基；二（Ci-Ce烷基）胺基CrQ 燒基；CrC6烷基硫基c〗〜C6烷基；（^〜(：6烷基亞磺醢基 Ci〜C6烷基；烷基磺醯基Cl〜C6烷基；C〗〜C6鹵烷基 碳基（:广匕烷基；(^〜(：6鹵烷基亞磺醯基（：广(：6烷基； ΐ烷基磺醢基Ci〜C6烷基；CrCs烷氧基C!〜C6烷基；羥 基Ci〜C6烧基；苯基Ci~C6院氧基Ci〜C6烧基（該基的苯基 可經1或2個以上相同或互異的R4取代），即苯基可經1 或2個以上相同或互異的r4取代之笨基Ci〜C6烷氧基 9 320292 200920255[I] wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH (the carbon atom may be substituted by R2), that is, CH which may be substituted with a substituent R2, or N(0)m; m represents ruthenium or An integer of 1; R1 represents a hydrogen atom; (: broad (: 12 alkyl; c2 to C6 alkenyl; C2 to C6 alkynyl; C3~ ring-based; C3 to Cs cycloalkyl c-C6 alkyl; C2~C6 i alkenyl; c2~C6 4 alkynyl; c3~C8 halocycloalkyl; C3~C8 halo% GrC6 alkyl; amine Cl~C6 alkyl; nitro C broad C6 alkyl ; single (C 〗 〖C6 alkyl) amine C gram ~ C6 alkyl; di (Ci-Ce alkyl) amine based CrQ alkyl; CrC6 alkylthio c 〗 〖C6 alkyl; (^ ~ (: 6-alkylsulfinyl-Ci-C6 alkyl; alkylsulfonyl-Cl~C6 alkyl; C->C6 haloalkylcarbyl (:polyalkylene; (^~(:6 haloalkyl) Sulfonyl (: broad (: 6 alkyl; decyl sulfonyl Ci~ C6 alkyl; CrCs alkoxy C! ~ C6 alkyl; hydroxy Ci~ C6 alkyl; phenyl Ci~C6 alkoxy) Ci~C6 alkyl (the phenyl group of the group may be substituted by 1 or more identical or mutually different R4), that is, the phenyl group may be substituted by 1 or more identical or mutually different r4. Alkoxy 9,320,292,200,920,255

Ci~Ce燒基；Ci~C6院氧基Ci〜Cg炫氧基Ci〜C6烧基；C3〜C8 環烷基氧基（：广(：6烷基；C：3〜C8環烷基（^〜06烷氧基（^〜(：6 烷基、苯氧基C广C6烷基（該基的苯基可經1或2個以上相 同或互異的R4取代），即苯基可經1或2個以上相同或互 異的R4取代之苯氧基C^C：6烷基；具有選自氧原子、硫原 子及氮原子中之1至5個雜原子的碳數2至1〇雜環基氧基 Ci〜C6烧基（該基之具有選自氧原子、硫原子及氮原子中之 1至5個雜原子之碳數2至10雜環可經1或2個以上相同 或互異的R5取代），即雜環可經i或2個以上相同或互異 的R5取代之具有選自氧原子'硫原子及氮原子中之！至5 個雜原子的碳數2至10雜環基氧基Ci〜Ce烷基；苯基硫基 CrC6烷基（該基的苯基可經丨或2個以上相同或互異的及4 =代），即苯基可經丨或2個以上相同或互異的R4取代之 苯基硫基院基，苯基亞續酿基Ci〜C6烧基乂該基的苯 基可經1或2個以上相同或互異的r4取代），即苯基可經 1或2個以上相同或互異的r4取代之苯基亞磺醯基 炫基；苯基磺醯基C广炫其（兮I #甘〆 1 6沉丞（該基的本基係可經1或2個 以上相同或互異的R4取代）， ， 即即本基可經1或2個以上 之Γ么具有選自氧原子、硫原子及氮原子中 之1至5個雜原子的碳數2至丨π 浐其r兮其“士厌数2至10雜被基CA烧氧基Cl〜C6 ^ 目虱原子、硫原子及氮原子中之1至5 個雜原子之碳數2至丨〇 # 从〇 5 雜衣可經1或2個以上相同或互昱 的R5取代）’即雜環可 上則次互兴 工°個以上相同或互異的R5取 320292 10 200920255 代之具有送自氧原子、硫原子及氮原子中之1至5個雜原 子的故數2至1〇雜環基CpC：6院氧基〇广(：6院基；c广C6 烷基硫基Ci〜C6烷氧基c!〜C6烷基；C〗〜C6烷基亞磺醯基 Ci-C6烷氧基CcC6烷基；CpC6烷基磺醯基（^〜(：6烷氧基 C广C6烷基；氰基Cl〜c：6烷氧基Ci〜C6烷基；氰基Ci〜c6 烷基；Ci〜C6烷基羰氧基Ci〜C6烷基；Ci〜c6醯基 烷基；二（CrC6烷氧基）Cl〜C6烷基、Ci〜C6烷氧基羰基 CcC6烷基；CVC6烷氧基亞胺基Ci〜C6烷基；Ci〜c6亞烷 基胺基氧基CrQ烷基；（R6R7N_c=〇)Ci〜c6烷基；c6〜Ci〇 芳基CcC：6烷基（該基的芳基可經i或2個以上相同或互異 的R8取代），即芳基可經i或2個以上相同或互異的&8取 代之C6〜c10芳基Cl〜C6烷基；具有選自氧原子、硫原子及 氮原子中之1至5個雜原子的碳數2至J 〇雜環基〜 院基（該基'的具有選自氧原子、硫原子及氮原子中之^至$ 個雜原子之碳數2至1 〇雜環可經丨或2個以上相同或互里 的以取代），即雜環可經人或2個以上相同或互異的#取 代之具有選自氧原子、石奋屈早芬.备+ * ，丨L原子及虱原子中之1至5個雜原 子的奴數2至10雜環基C】〜C6烷基；nr1〇rUa . c =基;cvca基（該基可經個以上相同或互異^ :取代），即可經1或2個以上相同或互異的R12取代之 至6 ^ °芳基；或f有選自氧原子、硫原子及氮原子中之i 5個雜原子的碳數2至 上相S μπ 基（該基可經1或2個以 ;=互異的R取代)，即可經1或2個以上相同咬互 異…代之具有選自氧原子、硫原子及氮原子= 320292 11 200920255 至5個雜原子的碳數2至1 〇雜環基； R2表示齒原子；羥基；硝基；氰基；Cl〜c6烷基；c3〜c8 環烧基；C3〜c8環烷基Cl〜c6烷基；c2〜c6烯基；c2〜c6炔 基；Cj〜C6幽烷基;c2〜c6鹵烯基；c2〜c6鹵炔基；c3〜c8 鹵環烧基；C3〜鹵環烧基C〗〜c6烷基；CcQ烷氧基； C3〜C8環烧基氧基；C3〜Cs環烷基c广〇6烷氧基；c2〜c^ 氧基，C2〜C6炔氧基；Ci〜C6鹵烷氧基；CrCe烷氧基c广C6 烧氧基；CVC6烷基羰氧基；Cl〜c6烷基硫基；Cl〜c6烷基 亞磺醯基；C!〜C6烷基磺醯基；Ci〜C6鹵烷基硫基；Ci〜c6 鹵烧基亞石尹'醯基；鹵烧基石黃醯基；胺基；單（Ci〜c6 烷基）胺基；二（Cl〜C6烷基）胺基；Ci〜C6醯基胺基；羥基Ci~Ce alkyl; Ci~C6 oxy-Ci~Cg methoxy-Ci~C6 alkyl; C3~C8 cycloalkyloxy (:6-alkyl; C: 3~C8 cycloalkyl ( ^~06 alkoxy (^~(:6 alkyl, phenoxy C, broad C6 alkyl (the phenyl group of this group may be substituted by 1 or more identical or mutually different R4), ie phenyl can be 1 or 2 or more identical or different R 4 substituted phenoxy C^C: 6 alkyl; having a carbon number of 2 to 1 selected from 1 to 5 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom a heterocyclic oxy-Ci-C6 alkyl group having 2 to 10 carbon atoms having 1 to 5 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom may be the same or 1 or more The mutually different R5 substitutions), that is, the heterocyclic ring may be substituted by i or two or more identical or mutually different R5, and have a carbon atom selected from the sulfur atom and the nitrogen atom of the oxygen atom! The carbon number of the five hetero atoms is 2 to 10 Heterocyclic oxy-Ci-Ce alkyl; phenylthio-CrC6 alkyl (the phenyl group of the group may be oxime or two or more identical or mutually different and 4 = generation), that is, the phenyl group may be oxime or 2 More than one identical or mutually different R4 substituted phenylthio group, phenyl arylene, Ci~C6 alkyl The phenyl group of the group may be substituted by 1 or 2 identical or mutually different r4), that is, the phenyl sulfinyl fluorenyl group which may be substituted by 1 or 2 or more identical or mutually different r4; phenyl sulfonate;醯基C广炫 (兮I #甘〆1 6 sinking (the base of the base can be substituted by 1 or more identical or mutually different R4), that is, the base can pass 1 or 2 The above has a carbon number of 2 to 5 hetero atoms selected from an oxygen atom, a sulfur atom and a nitrogen atom, and has a carbon number of 2 to 10 ~C6 ^ The number of carbon atoms of 1 to 5 heteroatoms in the atomic, sulfur and nitrogen atoms 2 to 丨〇# can be replaced by 1 or 2 identical or mutually exclusive R5) The heterocyclic ring can be reciprocated. The same or different R5 is taken from 320292 10 200920255. Instead, it has 2 to 1 heteroatoms from oxygen atoms, sulfur atoms and nitrogen atoms. Cyclic group CpC: 6 oxalate oxime (: 6 yards; c wide C6 alkylthio-Ci~C6 alkoxy c!~C6 alkyl; C)~C6 alkylsulfinyl Ci-C6 alkane Oxy CcC6 alkyl; CpC6 alkylsulfonyl (^~(:6 alkoxy C widely C6) a cyano group, a cyano group, a cyano group, a cyano group, a cyano group, a Ci~C6 alkyl group, a Ci~C6 alkylcarbonyloxy group, a Ci~C6 alkyl group, a Ci~c6-decylalkyl group; CrC6 alkoxy)Cl~C6 alkyl, Ci~C6 alkoxycarbonyl CcC6 alkyl; CVC6 alkoxyimino-Ci-C6 alkyl; Ci~c6 alkyleneaminooxy CrQ alkyl; R6R7N_c=〇)Ci~c6 alkyl; c6~Ci〇aryl CcC: 6 alkyl (the aryl group of the group may be substituted by i or 2 or more identical or mutually different R8), that is, the aryl group may be via i or 2 or more identical or mutually different <8-substituted C6~c10 aryl Cl~C6 alkyl; having a carbon number of 2 to J 选自 selected from 1 to 5 hetero atoms selected from an oxygen atom, a sulfur atom and a nitrogen atom a heterocyclic group - a phenyl group having a carbon number of 2 to 1 〇 heterocyclic ring having an oxygen atom, a sulfur atom and a nitrogen atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom may be enthalpy or two or more identical or mutually Substituted), that is, a heterocyclic ring may be substituted by a human or two or more identical or mutually different #1 to have one to five impurities selected from the group consisting of an oxygen atom, a stone, a samarium atom, and a ruthenium atom. Atomic slave number 2 to 10 heterocyclic group C] ~ C6 alkyl; nr1〇rUa. c = base; cvca (The group may be substituted by one or more identical or mutually different ^:), which may be substituted with 1 or 2 identical or mutually different R12 to 6 ^ aryl; or f may be selected from an oxygen atom, a sulfur atom and The carbon number of the i 5 heteroatoms in the nitrogen atom is 2 to the upper phase S μπ group (the base may be substituted by 1 or 2; = mutually different R), ie, 1 or more identical bites can be mutually different... Instead, it has a carbon number selected from an oxygen atom, a sulfur atom and a nitrogen atom = 320292 11 200920255 to 5 heteroatoms having a carbon number of 2 to 1 fluorinated heterocyclic group; R 2 represents a tooth atom; a hydroxyl group; a nitro group; a cyano group; and a Cl~c6 alkane C3~c8 cycloalkyl; C3~c8 cycloalkylCl~c6 alkyl; c2~c6 alkenyl; c2~c6 alkynyl; Cj~C6 decyl; c2~c6 haloal; c2~c6 Haloalkynyl; c3~c8 halocycloalkyl; C3~halocycloalkyl C:~c6 alkyl; CcQ alkoxy; C3~C8 cycloalkyloxy; C3~Cs cycloalkyl c6 Oxyl; c2~c^oxy, C2~C6 alkynyl; Ci~C6 haloalkoxy; CrCe alkoxy c, broad C6 alkoxy; CVC6 alkylcarbonyloxy; Cl~c6 alkylthio ;Cl~c6 alkylsulfinyl; C!~C6 alkylsulfonyl; Ci~C6 haloalkylthio; Ci~c6 halogen Nokia stone Yin 'acyl; yellow acyl halide burning cornerstone; amino; mono (Ci~c6 alkyl) amino; two (Cl~C6 alkyl) amino; Ci~C6 acyl group; hydroxy

Cl〜C6烷基；Cl〜Ce烷氧基Cl〜C6烷基；Ci〜C6烷基硫』 c」〜C6烷基；Cl〜C6烷基亞磺醯基Ci〜c6烷基；匸丨〜^烷連 石戸、Sik基CfC：6烷基；Cl〜C6鹵烷基硫基Ci〜c6烷基；Ci〜c i烧基^醯基Cl〜C6院基；q〜G _基續醯基 烷基；氣基c广c6烧基；Ci〜c6醯基；Ci〜C6燒氧基亞胺邊 Cl c6院基’叛基’ Ci〜c6燒氧基幾基；胺甲酿基；單（Cl〜c 烧基）胺基#基；二（Κ6院基）胺基羰基；或具有選自章 原子、硫原子及氮原子Φ令1 π f , ..中之1至5個雜原子的碳數2至II 雜％基（該基的具有選自氧 r y 乳原子、硫原子及氮原子中之1 $ 5個雜原子的碳數2 田 才准3辰可經1或2個以上相同戋互 丹的R14取代），即雜瑣 ^ ^ R14 μ θ + @…σ ! 1或2個以上相同或互異的 ^取代之具有選自氧原子、硫原子及氮原子中之 個雜原子的碳數2至至5 痛衣Cl〜C6烷基；再者，相鄰接的 320292 12 200920255 2/個R2可連。接在1且與各r2所直接鍵結的•子 形成4至8員的石炭環，或具有選自氧原子、硫原子筒、 ^中之1至4個雜原子的4至8員雜環，此時所形成的環 亦可經函原子、氰基、硝基、Ci〜C6烧基、^〜^烧基、 Cl〜C6烷氧基、Ci〜C6 _烷氧基、或側氧基取代； 當X2為CH(該基可經R2取代），即可經取代基R2取代_ 的CH時，η為〇至4的整數；當沪係N(〇、時，〇 至3的整數； … R3表示經基；〇背(式中；M+表示驗金屬陽離子或錢陽 離子）；胺基；#原子；Cl〜C6烷基磺醯氧基；Ci〜c6烷基 硫基；C〗〜C6烷基亞磺醯基；Ci〜G烷基磺醯基；Cl〜Q = 烧基硫基；CA _絲亞雜基；Ci〜c6㈣基㈣基； —C2〜C6烯基硫基；C：2〜C6烯基亞磺醯基；C2〜Cfi烯基磺醯基； e2〜c6炔基硫基;C2〜C6炔基亞磺醯基;C2〜C6炔基磺醯基、 C^C6烷基羰氧基；C2〜Q烯基羰氧基；C2〜C6块基羰氧基； t笨氧基（该基可經1或2個以上相同或互異的Rl4取代）， 即可經1或2個以上相同或互異的R〗4取代的苯氧基；苯 基硫基（該基可經1或2個以上相同或互異的RU取代）， 即可經1 A 2個以上相同或互異的Rl4取代的苯基硫基； 苯基亞磺酸基（該基可經1或2個以上相同或互異的 取代）’即可經1或2個以上相同或互異的rM取代的苯基 亞磺醯基；苯基磺醯基（該基可經1或2個以上相同或互 異的R14取代），即可經1或2個以上相同或互異的取 代的苯基磺醯基；苯基磺醯氧基（該基可經丨或2個以上相 320292 13 200920255 同或互異的Rl4取代），即可經1或2個以上相同或互異的 R取代的苯基磺醯氧基；苯基羰氧基（該基可經1或2個 以上相同或互異的Ri4取代），即可經i或2個以上相同或 互異的Rl4取代的苯基羰氧基；l.，2,4-***-1-基；1，2,3-三 唾-1-基；1，2,3-三唾_2_基；口米唑小基；吡唑小基；四唑小 基；或四唑_2-基； 〔 R表不S原子；硝基；氰基；Cl〜c.6烷基；c2〜c6烯基； c2〜C6块基；c3〜c8環烷基；Ci〜c6鹵烷基；Ci〜c6烷氧基； c2〜C6烯氧基；c2〜c6炔氧基；Ci〜c6鹵烷氧基；Ci〜c6烷 基硫基’ CpC：6烷基亞磺醯基；Cl〜c6烷基磺醯基；（^〜(：6 鹵烷基硫基；C〗〜C6鹵烷基亞磺醯基；Ci〜c6鹵烷基磺醯 基’ Cl〜C6烧氧基羰基；Ci〜c0醯基；或Ci〜c6烷氧基Cl〜c6 烷基； R表不側氧基；鹵原子；硝基；氰基；Ci〜c6烷基；c2〜C6 烯基，C2〜C6炔基；C3〜Cs環烷基；Ci〜c6鹵烷基；Cl〜c6 烷氧基.，C2〜C6烯氧基；C2〜(^炔氧基；Ci〜c6鹵烷氧基；Cl~C6 alkyl; Cl~Ce alkoxy Cl~C6 alkyl; Ci~C6 alkyl sulfur』c"~C6 alkyl; Cl~C6 alkyl sulfinyl Ci~c6 alkyl; 匸丨~ ^ alkaloid, Sik-based CfC: 6-alkyl; Cl~C6 haloalkylthio-Ci-c6 alkyl; Ci~ci-based thiol-Cl6-C6-based; q~G-based decyl-decane Base; gas-based c-wide c6 alkyl; Ci~c6 fluorenyl; Ci~C6 alkoxyimine side Cl c6-based 'rebel' Ci~c6 alkoxy group; amine-based base; single (Cl -c arylamino)alkyl; bis(anthracenyl)aminocarbonyl; or carbon having from 1 to 5 heteroatoms selected from the group consisting of a sulphur atom, a sulfur atom, and a nitrogen atom Φ 1 π f , . a number 2 to II heteropoly group (the carbon number of the base having 1 to 5 hetero atoms selected from the group consisting of oxygen ry milk atom, sulfur atom and nitrogen atom) can be 1 or more identical. Recombination of R14 of each other), that is, heterogeneous ^ ^ R14 μ θ + @...σ ! 1 or 2 or more identical or mutually different substituents having a hetero atom selected from an oxygen atom, a sulfur atom and a nitrogen atom Carbon number 2 to 5 pain coat Cl~C6 alkyl; further, adjacent 320292 12 200920255 2 / R2 can be connected. a carbon-carbon ring of 4 to 8 members which is bonded to 1 and directly bonded to each r2, or a 4 to 8 member heterocyclic ring having 1 to 4 hetero atoms selected from an oxygen atom, a sulfur atomic cylinder, and ^ The ring formed at this time may also be via a functional atom, a cyano group, a nitro group, a Ci~C6 alkyl group, a ^~^ alkyl group, a Cl~C6 alkoxy group, a Ci~C6-alkoxy group, or a pendant oxy group. Substituent; when X2 is CH (the group may be substituted by R2), the substituent _ may be substituted by the substituent R2, η is an integer from 〇 to 4; when the Shanghai system is N (〇, 〇, 〇 to an integer of 3; R3 represents a transbasic group; an anthracene (in the formula; M+ represents a metal cation or a hydroxyl cation); an amine group; an atom; a Cl~C6 alkylsulfonyloxy group; a Ci~c6 alkylthio group; C]~C6 Alkylsulfinyl; Ci~G alkylsulfonyl; Cl~Q = alkylthio; CA_silylene; Ci~c6(tetra)yl(tetra)yl; -C2~C6 alkenylthio; C: 2~C6 alkenylsulfinyl; C2~Cfi alkenylsulfonyl; e2~c6 alkynylthio; C2~C6 alkynylsulfinyl; C2~C6 alkynylsulfonyl, C^C6 Alkoxycarbonyl; C2~Q alkenylcarbonyloxy; C2~C6 block carbonyloxy; t phenyloxy (the base may be 1 or more) The same or different Rl4 substitution), a phenoxy group which may be substituted by 1 or more identical or mutually different R 4; a phenylthio group (the group may be 1 or more identical or different) RU substituted), a phenylthio group which may be substituted by 1 A 2 or more identical or mutually different R14; a phenylsulfinic acid group (this group may be substituted by 1 or more identical or mutually different) a phenylsulfinyl group which may be substituted with 1 or more identical or mutually different rM; a phenylsulfonyl group which may be substituted by 1 or 2 identical or mutually different R14, ie, 1 Or two or more identical or mutually substituted phenylsulfonyl; phenylsulfonyloxy (which may be substituted by hydrazine or two or more phases 320292 13 200920255 with the same or mutually different Rl4), Or 2 or more identical or mutually different R-substituted phenylsulfonyloxy; phenylcarbonyloxy (which may be substituted by 1 or 2 identical or mutually different Ri4), ie i or 2 The same or mutually different Rl4 substituted phenylcarbonyloxy; l., 2,4-triazol-1-yl; 1,2,3-tris-s--1-yl; 1,2,3-tris _2 _ base; oral azole azole group; pyrazole small group; tetrazole small group; or tetrazole 2 - [R represents no S atom; nitro; cyano; Cl~c.6 alkyl; c2~c6 alkenyl; c2~C6 block; c3~c8 cycloalkyl; Ci~c6 haloalkyl; Ci ~ c6 alkoxy; c 2 ~ C 6 alkenyloxy; c 2 ~ c 6 alkynyloxy; Ci ~ c6 haloalkoxy; Ci ~ c6 alkylthio 'CpC: 6 alkyl sulfinyl; Cl ~ c6 alkane (1~(:6 haloalkylthio; C)~C6 haloalkylsulfinyl; Ci~c6 haloalkylsulfonyl 'Cl~C6 alkoxycarbonyl; Ci~c0 Anthracenyl; or Ci~c6 alkoxy Cl~c6 alkyl; R represents no pendant oxy; halogen atom; nitro; cyano; Ci~c6 alkyl; c2~C6 alkenyl, C2~C6 alkynyl; C3~Cs cycloalkyl; Ci~c6 haloalkyl; Cl~c6 alkoxy., C2~C6 alkenyloxy; C2~(^ alkynyloxy; Ci~c6 haloalkoxy;

Ci〜C6烷基硫基；Ci〜C6烷基亞磺醯基；Ci〜c6烷基磺醯基； C6齒烧基硫基；Ci〜c6鹵烷基亞磺醯基；Ci〜C6鹵烷基 磺醯基；〜C6烷氧基羰基；Ci〜C6醯基；或Ci〜.C6烷氧基 C1〜C6烷基； ， 口 R及R相互獨立，表示Ci〜c6烷基，再者，R6及R7亦 :連接在一起且與該等基所鍵結的氮原子形成5至6員 % ’此日守’所形成的環中，除R6及R7所鍵結之氮原子以 外，尚可存在氧原子； 14 320292 200920255 R8表示鹵原子，確基；氰基；C】〜C6烷基；C2〜C6烯基； C2〜C6炔基；c3〜C8環烷基；鹵烷基；Ci〜c6烷氧基； c2〜C6烯氧基’ c2〜C6炔氧基；（^〜(：6鹵烷氧基；（^〜(^烷 基硫基；C广C6烧基亞磺醯基；Cl〜c6烷基磺醯基；Cl〜c6 鹵烷基硫基；Cj-C：6鹵燒基亞磺醯基；Ci〜c6鹵烧基磺醯 基；Ci〜C6烧氧基敖基；CrC：6醯基；或Ci〜c6烷氧基Cl〜c6 烧基； R表不側氧基，鹵原子；硝基；氰基；Ci〜C6烷基；C2〜C6 婦基；C2〜C6炔基；c；3〜C8環烷基；Ci〜c6鹵烷基；Ci〜c6 烷氧基，C1〜C6烯氧基；C：1〜C6炔氧基；Ci~C6鹵烷氧基；Ci~C6 alkylthio; Ci~C6 alkylsulfinyl; Ci~c6 alkylsulfonyl; C6 dentatethio; Ci~c6 haloalkylsulfinyl; Ci~C6 halo a sulfonyl group; a C6 alkoxycarbonyl group; a Ci~C6 fluorenyl group; or a Ci~.C6 alkoxy group C1 to C6 alkyl group; and the mouths R and R are independent of each other, and represent a Ci~c6 alkyl group, further, R6 and R7 are also: in the ring formed by the nitrogen atoms bonded to the groups and formed by 5 to 6% of the nitrogen atoms in the ring, except for the nitrogen atoms bonded by R6 and R7. The presence of an oxygen atom; 14 320292 200920255 R8 represents a halogen atom, a definite group; a cyano group; a C]~C6 alkyl group; a C2~C6 alkenyl group; a C2~C6 alkynyl group; a c3~C8 cycloalkyl group; a haloalkyl group; C6 alkoxy; c2~C6 alkenyloxy' c2~C6 alkynyloxy; (^~(:6 haloalkoxy; (^~(^alkylthio; C-C6 alkylsulfinyl); Cl~c6 alkylsulfonyl; Cl~c6 haloalkylthio; Cj-C: 6 halosulfinyl; Ci~c6 halosulfonyl; Ci~C6 alkoxypurine; CrC: 6 fluorenyl; or Ci~c6 alkoxy Cl~c6 alkyl; R represents no pendant oxy group, halogen atom; nitro group; cyano group; Ci~C6 C2~C6 base; C2~C6 alkynyl; c; 3~C8 cycloalkyl; Ci~c6 haloalkyl; Ci~c6 alkoxy, C1-C6 alkenyl; C:1~C6 alkyne Oxy; Ci~C6 haloalkoxy;

CrC6烷基硫基；Cl〜C6烷基亞磺醯基；Ci〜C6烷基磺醯基； =〜C6鹵烷基硫基；Cl〜C6鹵烷基亞磺醯基；Ci〜c6鹵烷基 石黃酸基；Cl〜c6烧氧基幾基；Ci〜c6醯基；或c广c6烷氧基 c广c6烷基； j及R相互獨立，表示氫原子；Ci〜C6烷基；或Cl〜C6 、烧氧，縣’再者，Rl°及R11，亦可為該等連接在-起且 ~等所鍵結的氮原子共同形成5至6員S，此時所形成 的環中，险 ’、 及R所鍵結之氮原子以外，尚可存在硫 原子及/或氧原子； JS^表不鹵原子；經基；確基；氰基；C广c6烧基；c3〜c8 ^基；C3〜C8環烧基q〜c6烧基；c2〜c6烯基；（：2〜(：6炔 =ffiCl C6齒貌基；C2〜C6 _烯基；C3〜C8鹵環烧基；C3〜C8 基^〜c6垸基；Ci〜c6烧氧基；C3〜C8環烧基氧基； 15 320292 1 〜6烯乳基；C2〜C6块氧基；C〗〜C6烷基羰氧基；Cl〜c 200920255 鹵烷氧基；CrC6烷基硫基；Ci〜c6烷基亞磺醯基；Ci〜c6 院基礦蕴基；CrC：6鹵烷基硫基；Cl〜c6鹵烷基亞磺醯基； C!〜C6鹵烷基磺醯基；胺基；Cl〜c6醯基胺基；單（CrC^ 烷基）胺基；二（CrC6烷基）胺基；羥基Cl〜c6烷基；Ci〜c6 烷氧基CpC：6烷基；Ci〜C6烷基硫基烷基；CrCe 烷基亞磺醯基C〗〜C6烷基；Cl〜C6烷基磺醯基烷基； c^c：6滷烷基硫基（:广匕烷基；Ci〜Ce鹵烷基亞磺醯基 CrC6烷基；c^c：6鹵烷基磺醯基Ci〜C6烷基；氰基Ci〜C6 烷基；c^c：6烷氧基Cl〜C6烷氧基；&〜Cs環烷基Ci〜C6 烷氧基，· CVC6齒院氧基Cl~C6烷氧基；氰基Ci〜c6烷氧 基，C〗〜C6醯基；Cl〜C6烷氧基亞胺基q〜C6烷基；羧基； CrC6烷氧基羰基’·胺甲醯基；單⑴广G烷基）胺基羰基； 二（C!〜C6烷基）胺基羰基；具有選自氧原子、硫原子及氮原 子中之1至5個雜原子的碳數2至1〇雜環基（該基的雜環 可經1或2個以上相同或互異的Rl4取代），即可經！或; 。個^相同或互異的Rh取代之具有選自氧料、硫原子 氮原子中之1至5個雜原子的碳數2至】〇雜 有絲原子、硫源子及氮原子中任意選出之…個：原 :的=2至10雜環Ci〜Q烷氧基(該基的具 如子中之!至5個雜原子的碳數心 :二t广個以上相同或互異的，14取代)，即雜環可 ;子及二上相同或互異W14取代之具有從氧原子、 =及任意選出…個雜原子的碳數 料氧基，·再者，相鄰W‘R12可連接在一 ^ 320292 16 200920255 且與各R12所直接鍵妹的山 ^右、up 反原子共同形成4至8員碳環， 自乳原子、硫原子及氮原子中之1至4個雜原子 的4至8員雜環，此時所形成的環亦可經函基 院基、C—基、q〜一 鹵烧氧基、或侧氧基取代； r13表示側氧基；硫裥基；μ基；㈣子；硝基；氮夷. 基；c2〜c6烯基；C2〜c6炔基々C8環職^ =基c1:q基；Ci〜c趣基；c2〜c6㈣基；c^ C 〜C8 _環烧基Cl〜C6烧基；Cl〜C6燒氧基； C2〜c6 _氧基；c2〜C6块氧基；C3〜C8環炫基氧基；。〜c 城基Cl〜C6院氧基；Cl〜C6齒烧氧基；Ci〜C6燒氧基Ci〜c8 烷乳基，斗匕鹵烧氧基Ci〜C6^氧基；氛基c 6 = 基mc】〜c6燒基硫基；Ci〜C6絲亞二 ^基；Cl〜c6炫基項醯基；Ci〜c6齒燒基硫基；c⑺心 基亞石尹、酿基，CrQ鹵垸基續酿基；胺基；單〜^ ^ 胺基；二（CrQ烧基）胺基；Ci〜Q酿基胺基；竣基^二 烷氧基幾基；胺甲酿基；單（Ci〜c6絲）胺基幾基〜.6 燒基）胺基Μ基；CVQ醯基，· Cl〜C6絲絲胺基^〜c6 鴕基，c广c6烧氧基Cl〜C6烷基；Ci〜C6烷基硫基Ci《6 烷基，· c广c6燒基亞石黃酿基Ci〜C6焼基；Ci〜C6齒院基錯醯 基c「c6院基—；或氰基Ci〜C6炫基；再者，r13亦可為相鄰 的2個R”連接在一起且與各Rl3所直接鍵結的碟原子丘 同形成4至8員碳環’或具有選自氧原子、硫原子及氮原' 子中之1至4個雜原子的4至8員雜環，此時所形成的環 320292 27 200920255 亦可經鹵原子、氰基、硝基、Ci〜Q烷基、c广C6鹵烷基、 C广C6烷氧基、CrC6鹵烷氧基、或側氧基取代； R】4表示鹵原子；硝基；氰基；Ci〜C6烷基；C〗〜C6鹵烷 基；C丨〜C6烷氧基；或Cl〜c6滷烷氧基； A1 表示 C(R15R16); A2 表示 C(R17R18)、或 〇〇 ; A3 表示 C(R19R20); R15 R16、R17、R18 、R19及R20相互獨立，表示氫原子 或CrC6烷基’再者，Rn與R2〇亦可連接在一起形成c2〜C5 伸烷基鏈，並與相鄰接的碳原子共同構成環）。 (2)如上述（1)所記載的側氧基吡啡衍生物或其農藥上容 許的鹽，其中，上述通式[η中，X2係CH(該基可經R2取 代），即可經取代基R2取代的CH。 “（3)如上述（1)所記載的側氧基吼哄衍生物或其農藥上容 許的鹽’其中’上述式[I]中，X2係N(〇)m。 (4) 如上述（1)所記載的側氧基吡啡衍生物或其農藥上容 許的孤其中，上述通式⑴中，R3係羥基、或〇_μ+(Μ+ 表示鹼金屬陽離子或銨陽離子）。 (5) 如上述（1)所記載的側氧基吡哄衍生物或其農藥上容 卉的鹽，其中，上述通式[η中， χ1係氧原子或硫原子； X係ch(該碳原子可經R2取代），即可經取代基R2取 的Cfi、或氮原子；CrC6 alkylthio; Cl~C6 alkylsulfinyl; Ci~C6 alkylsulfonyl; =~C6 haloalkylthio; Cl~C6 haloalkylsulfinyl; Ci~c6 halo a fluorenyl group; a Cl~c6 alkoxy group; a Ci~c6 fluorenyl group; or a c-c6 alkoxy group c-C6 alkyl group; j and R are independent of each other, and represent a hydrogen atom; a Ci~C6 alkyl group; Cl~C6, oxygen-burning, county's further, Rl° and R11, may also form 5 to 6 members S in the nitrogen atoms bonded by these connections, etc., in the ring formed at this time In addition to the nitrogen atom bonded to the ', and R, a sulfur atom and/or an oxygen atom may be present; JS^ represents a halogen atom; a meridine; an exact group; a cyano group; a C-c6 alkyl group; c3~c8 ^基;C3~C8 cycloalkyl q~c6 alkyl; c2~c6 alkenyl; (:2~(:6 alkyne=ffiCl C6 dentate; C2~C6-alkenyl; C3~C8 halocycloalkyl) ; C3 ~ C8 base ^ ~ c6 fluorenyl; Ci ~ c6 alkoxy; C3 ~ C8 cycloalkyloxy; 15 320292 1 ~ 6 olefinic base; C2 ~ C6 blockoxy; C〗 ~ C6 alkyl carbonyl Oxylate; Cl~c 200920255 Haloalkoxy; CrC6 alkylthio; Ci~c6 alkylsulfinyl; Ci~c6 Institute base; CrC:6 Alkylthio;Cl~c6 haloalkylsulfinyl; C!~C6 haloalkylsulfonyl; amine; Cl~c6 mercaptoamine; mono(CrC^alkyl)amine; CrC6 alkyl)amino group; hydroxy group C~c6 alkyl group; Ci~c6 alkoxy group CpC: 6 alkyl group; Ci~C6 alkylthioalkyl group; CrCe alkylsulfinyl group C to C6 alkyl group; Cl~C6 alkylsulfonylalkyl; c^c: 6 haloalkylthio (: broadenyl; Ci~Ce haloalkylsulfinyl CrC6 alkyl; c^c: 6 haloalkyl Sulfonyl Ci~C6 alkyl; cyano Ci~C6 alkyl; c^c: 6 alkoxy Cl~C6 alkoxy; &~Cs cycloalkyl Ci~C6 alkoxy, · CVC6 OxylCl~C6 alkoxy; cyano Ci~c6 alkoxy, C ???~C6 fluorenyl; Cl~C6 alkoxyimino q~C6 alkyl; carboxy; CrC6 alkoxycarbonyl 'amine Mercapto; mono(1) wide G alkyl)aminocarbonyl; di(C!~C6 alkyl)aminocarbonyl; carbon number having 1 to 5 heteroatoms selected from oxygen, sulfur and nitrogen atoms 2 to 1 〇heterocyclic group (the heterocyclic ring of the group may be substituted by 1 or 2 identical or mutually different R14), and may be substituted by the same or mutually different Rh. The carbon number of the one to five hetero atoms selected from the oxygen atom and the nitrogen atom of the sulfur atom is 2 to arbitrarily selected from the group consisting of a silk atom, a sulfur source and a nitrogen atom. 10 heterocyclic Ci~Q alkoxy (the basic one of the group! to the carbon number of 5 heteroatoms: two or more than the same or different, 14 substituted), that is, a heterocyclic ring; And a carbon number oxy group having the same or different W14 substitution from an oxygen atom, = and optionally a hetero atom, and further, adjacent W'R12 can be attached to a ^ 320292 16 200920255 and each The direct and upper anti-atoms of R12 directly form a 4 to 8 member carbon ring, and 4 to 8 member heterocyclic rings of 1 to 4 hetero atoms in the milk atom, sulfur atom and nitrogen atom. The formed ring may also be substituted by a functional group, a C-group, a q-monohalogenated alkoxy group, or a pendant oxy group; r13 represents a pendant oxy group; a thiol group; a μ group; (a) a subunit; a nitro group; .; base; c2~c6 alkenyl; C2~c6 alkynyl 々C8 ring position ^=base c1:q group; Ci~c interesting group; c2~c6(tetra) group; c^C~C8 _ring alkyl group C~C6 Base; Cl~C6 alkoxy; C2~c6 _oxy; c2~C6 oxy Hyun-yloxy C3~C8 cycloalkyl;. ~c City-based Cl~C6-yard oxy;Cl~C6-dentate alkoxy; Ci~C6-alkoxy-Ci~c8 alkyl-based, oxime-halogenated oxy-Ci~C6-oxy; aryl c 6 = Base mc]~c6 alkylthio; Ci~C6 silk subunit; Cl~c6 thiol thiol; Ci~c6 dentate thio; c(7) core sill yin, bristyl, CrQ halogen Base group; amine group; mono-~^^ amine group; bis(CrQ alkyl)amine group; Ci~Q arylamino group; fluorenyl^dialkoxy group; amine methyl group; single (Ci ~c6 silk)amino group ~.6 alkyl)amino fluorenyl; CVQ fluorenyl, · Cl~C6 silk amine amine ^~c6 fluorenyl, c wide c6 alkoxy Cl~C6 alkyl; Ci ~C6 alkylthio-Ci "6-alkyl, · c wide c6 alkyl sulphate yellow-branched Ci~C6 fluorenyl; Ci~C6 dentate base c c c "c6 yard base -; or cyano Ci ~ Further, r13 may also be a 4- to 8-membered carbocyclic ring that is connected to two adjacent R's and bonded to each other directly bonded to each Rl3 or has an oxygen atom, sulfur a 4 to 8 membered heterocyclic ring of 1 to 4 heteroatoms in the atomic and nitrogen precursors, and the ring 320292 27 200920255 formed at this time may also be a halogen atom, a cyano group or a nitro group. Ci~Q alkyl, c-C6 haloalkyl, C-C6 alkoxy, CrC6 haloalkoxy, or pendant oxy group; R]4 represents a halogen atom; nitro; cyano; Ci~C6 alkyl ; C 〗 〖C6 haloalkyl; C 丨 ~ C6 alkoxy; or Cl 〜 c6 haloalkoxy; A1 for C (R15R16); A2 for C (R17R18), or 〇〇; A3 for C (R19R20) R15 R16, R17, R18, R19 and R20 are independent of each other and represent a hydrogen atom or a CrC6 alkyl group. Further, Rn and R2〇 may be bonded together to form a c2~C5 alkylene chain and adjacent carbon. Atoms together form a ring). (2) The side oxypyrrolidin derivative according to the above (1), wherein the X2 is CH (the group may be substituted by R2), Substituted R2 substituted CH. (3) The pendant oxindole derivative according to the above (1) or a pesticide-acceptable salt thereof, wherein in the above formula [I], X2 is N(〇)m. (4) as described above ( 1) The side oxypyrrolidin derivative or a pesticide-acceptable orphan thereof, wherein R3 is a hydroxyl group or 〇_μ+ (Μ+ represents an alkali metal cation or an ammonium cation) in the above formula (1). The salt of the pendant oxypyridinium derivative or the pesticide thereof according to the above (1), wherein, in the above formula [η, χ1 is an oxygen atom or a sulfur atom; and X is a group (the carbon atom is Substituting R2), the Cfi or the nitrogen atom taken by the substituent R2;

Rl表示氯原子；Cl〜Cu烧基；C2〜c6烯基；c2〜c6块基； 320292 18 200920255 C3〜C8環院基；Ci〜C6鹵炫基；C2〜C6鹵烯基；（^〜(^烧基 硫基C广C：6烷基；CfC：6烷基磺醯基C!〜c6烷基；C][〜c6 燒氧基Ci〜C6烧基；Ci〜C6烧氧基Ci〜Cg烧氧基Ci〜C6烧 基；苯氧基（^〜(：6烷基；C广C6鹵烷氧基（^〜(：6烷基；四 氫吱喃CrC6烷氧基C广C6烷基；C!~C6烷基磺醯基（^〜(：6 k氧基C】〜C6院基；氰基Ci~C6燒氧基C】〜C6烧基；氰基 c广C6烷基；CVQ烷基羰氧基C!〜C6烷基；CrCe醯基 〇广0：6燒基；CVC6烷氧基羰基CVC6烷基；（R6R7N_c=〇) C广C6烧基；C：6〜C1G芳基CrC6烷基（該基的芳基可經丨或 2個以上相同或互異的R8取代），即芳基係可經1或2個 以上相同或互異的R8取代的C6〜C1G芳基CrCg烷基；Rl represents a chlorine atom; a Cl~Cu alkyl group; a C2~c6 alkenyl group; a c2~c6 block group; 320292 18 200920255 C3~C8 ring-based base; a Ci~C6 halogenated group; a C2~C6 halogenated alkenyl group; (^alkylthio C C:6 alkyl; CfC: 6 alkylsulfonyl C!~c6 alkyl; C][~c6 alkoxy Ci~C6 alkyl; Ci~C6 alkoxy Ci ~Cg alkoxy Ci~C6 alkyl; phenoxy (^~(:6 alkyl; C widely C6 haloalkoxy (^~(:6 alkyl; tetrahydrofurfuran CrC6 alkoxy C widely C6) Alkyl; C!~C6 alkylsulfonyl (^~(:6koxyc)~C6-based; cyano-Ci-C6 alkoxy C]~C6 alkyl; cyano c-C6 alkyl CVQ alkylcarbonyloxy C!~C6 alkyl; CrCe fluorenyl fluorene 0:6 alkyl; CVC6 alkoxycarbonyl CVC6 alkyl; (R6R7N_c=〇) C widely C6 alkyl; C: 6~C1G An aryl CrC6 alkyl group (the aryl group of the group may be substituted by hydrazine or 2 or more identical or mutually different R8), that is, a C6~C1G aryl group in which the aryl group may be substituted by 1 or more identical or mutually different R8 groups. Base CrCg alkyl;

Het -CrC：6烷基（該基可經1或2個以上相同或互異的R9 取代）’即可經1或2個以上相同或互異的R9取代的 HeP-CrQ烧基；NRi〇Rll基；c6〜Ci()._芳基（該基可經1或 2個以上相同或互異的Ri2取代）’即可經]或2個以上相 同或互異的R12取代的C6〜Cig芳基；或幵一基（該基可經i 或2個以上相同或互異的取代），即可經1或2個以上 相同或互異的R&quot;取代的Heti基；所謂「Heti」係四氫呋 喃、四氫噻吩、四氫噻吩二氧化物.、四氫噻喃 (tetrahydrothiopyran)、四氳噻喃二氧化物、4,5二氫異噚 唑、噻吩、吡唑、噚唑、異噚唑、噻唑、異噻唑、〗，2,4_ 二嗤、1，2,4-噚二嗤、丨，3,4_噻二唑、吡啶、嗒畊、嘧啶、 °比畊、2,3_二氳苯并呋喃、1,3-苯并二噚茂 (l，3-benzodioxole)、苯并·Μ_ 二噚烯、 19 320292 200920255 苯并咬鳴、4丨b朵，； R2表示鹵原子；硝基；Cl〜C6烷基；CVC6鹵烷基；Ci〜c 烧氧基，C〗~C6烧基硫基；Ci〜C6烧基靖酿基· ★、 * SK匕1〜Le 烷氧基CcG烷基； 當X2係CH(該基可經R2取代）’即可經R2取代的CH時， η為0至4的整數；當X2係N(0)m時，則η為〇至3的敕 R3係經基； R6及R7相互獨立，表示Cl〜C6烷基； 再者，R6及R7亦可為該等連接在—起且與該等所鍵結 的氮原子共同形成5至6員環，此時，所形成的環中，^ R及R7所鍵結之氮原子以外，尚可存在氧原子； “ R係鹵原子、CrC6鹵烷基、Ci〜C6烷氧基、戋c 鹵烷氧基； ' 基 R9係Ci〜q烷基、鹵原子、或Ci〜C6鹵烷基 R10及R11相互獨立，係Cl〜c6烷基、或Ci〜 C6燒氧基羰 R係齒原子、羥基、硝基、氰基、Ci〜C6烷基、c 環烧基、CrCj烧基、Cl〜C道氧基、C2〜C^氧基、c3〜/ ^基、Cl〜c6㈣氧基、A〜C6㈣硫基、Ci〜C6燒基石^ 基、C「c6鹵烧基硫基、Cl〜c6烷氧基Ci〜c6烷基、c 、 環炫基cvu氧基、Cl〜C6齒炫氧基C1〜C6烧氧基3、氛8 基Ci〜C6烷氧基、Cl〜c6醯基、κ烷氧基獄基、二 烧基）胺基、或Heti-Cl〜C6燒氣基（Hetl係如上述所示）；再6 320292 20 200920255 者，R12亦可為相鄰的2個r12 鍵結的碳原子共_成碳環，或具有選自㈣直接 及氮㈣之…個雜原子之…;::子此 成白原子、Ci〜C6^、或侧氧基取代. :係側氧基、齒原子、Ci〜C6烧基、Ci场完基 烷氧基、或單（Cl〜C6烷基)胺基/ ⑹如上述⑴、(2)、(4)或(5)項中任一項所記載的側氧基 °比哄衍生物或其農藥上容許的鹽，其中，上述通式附Γ X1表示氧原子或硫原子； X2係CH(該基可經r2取代），即可經取代基妙取 CH ； R係氫原子；CpCu烷基；c2〜c6烯基；c2〜c6炔基； C3〜c8環烷基；（：〗〜c6 i烷基；Cl〜c6院基硫基c广c6烷基； Ci〜C6烷基磺醯基CpC6烷基；（^〜(：6烷氧基Cl〜c6烷基； C!〜C6烷氧基C^C：6烷氧基c^C：6烷基；苯氧基（^〜(^烷 基；C广C：6鹵烷氧基（：广(：6烷基；四氫呋喃Ci〜C6烷氧基 CVC6烧基；CVC6烷基磺醯基CVC6烷氧基烷基； 氰基CfCe院氧基CVC6烷基；氰基CrCe烧基；CrQ 烷基羰氧基Ci〜C6烷基；C广C6醯基烷基.；（^〜(：6 烷氧基羰基CrCe烷基；（RfN-C^C^CrCe烷基；C6〜C10 芳基C广C6烷基（該基的芳基可經1或2個以上相同或互異 的R8取代），即芳基可經1或2個以上相同或互異的R8取 代的C6~C1()芳基（^〜(：6烷基；HetLCpC^烷基（該基可經1 或2個以上相同或互異的R9取代），即可經1或2個以上 21 320292 200920255 相同或互異的R9取代的HeiLc广G烷基；nr1〇ri】 ^〜^芳基懷基可經^或^以上相同或互異的^取 代），即可經1或2個以上相同或互異的Rl2取代 芳基，·或H d基（該基可經】或2個以上相同或互二 取代），即可經1或2個以上相同、 基；所謂「Het】」係吟夫喃戈金異的尺取代的此】 」你四虱夫喃、四氫噻吩、四氫噻吩二 化物、四風口塞口南、四（麵σ 卖口土 -片，丨&quot; 四辽塞喃一巩化物、4,5-二氫異喝唑、Het-CrC: 6 alkyl (this group may be substituted by 1 or more identical or mutually different R9) 'HeP-CrQ alkyl group which may be substituted by 1 or 2 identical or mutually different R9; NNi〇 R1 group; c6~Ci()._aryl group (the group may be substituted by 1 or more identical or mutually different Ri2) 'C3~Cig substituted by 2 or more identical or mutually different R12 An aryl group; or a thiol group (which may be substituted by i or two or more identical or mutually different), may be substituted by one or more identical or mutually different R&quot; Heti groups; the so-called "Heti" system Tetrahydrofuran, tetrahydrothiophene, tetrahydrothiophene dioxide, tetrahydrothiopyran, tetrahydrothiopyran dioxide, 4,5 dihydroisoxazole, thiophene, pyrazole, oxazole, isoxazole , thiazole, isothiazole, 〗 〖, 2,4_ dioxin, 1,2,4-indenyl hydrazine, hydrazine, 3,4 thiadiazole, pyridine, argon, pyrimidine, ° ratio tillage, 2,3_two Benzobenzofuran, 1,3-benzodioxole, benzopyrene-dioxene, 19 320292 200920255 benzo-bate, 4丨b, R2 represents a halogen atom; Base; Cl~C6 alkyl; CVC6 haloalkyl; Ci~c alkoxy , C 〗 〖C6 alkylthio group; Ci~C6 alkyl aryl base · ★, * SK匕1 ~ Le alkoxy CcG alkyl; when X2 is CH (the base can be substituted by R2) ' can pass R2 When substituted CH, η is an integer from 0 to 4; when X2 is N(0)m, then η is a 敕R3 system via 〇 to 3; R6 and R7 are independent of each other, indicating a Cl~C6 alkyl group; R6 and R7 may also form a 5- to 6-membered ring together with the nitrogen atoms bonded thereto, and the nitrogen bonded to R and R7 in the formed ring. In addition to the atom, an oxygen atom may be present; "R-based halogen atom, CrC6 haloalkyl group, Ci~C6 alkoxy group, 戋c haloalkoxy group; 'R<5>Ci~q alkyl group, halogen atom, or Ci~ C6 haloalkyl R10 and R11 are independent of each other, are Cl~c6 alkyl, or Ci~C6 alkoxycarbonyl R-based tooth atom, hydroxyl group, nitro group, cyano group, Ci~C6 alkyl group, c-ring group, CrCj Alkyl group, Cl~C oxo group, C2~C^oxy group, c3~/^ group, Cl~c6(tetra)oxy group, A~C6(tetra)thio group, Ci~C6 alkyl group base group, C"c6 halogenated base sulfur Base, Cl~c6 alkoxy Ci~c6 alkyl, c, cyclodextyl cvuoxy, Cl~C6 dentateoxy C1~C6 alkoxy 3 8 based on Ci~C6 alkoxy, Cl~c6 fluorenyl, κ alkoxyl, dialkyl)amine, or Heti-Cl~C6 calcined base (Hetl is as shown above); again 6 320292 20 200920255, R12 may also be a carbon atom of two adjacent r12 bonds, or have a hetero atom selected from (4) direct and nitrogen (four)...;:: a white atom, Ci~C6^, or a pendant oxy group. : a pendant oxy group, a tooth atom, a Ci~C6 alkyl group, a Ci-terminated alkoxy group, or a mono(Cl-C6 alkyl)amino group/(6) as described above (1) The oxo-oxime derivative according to any one of (2), (4) or (5), wherein the oxime derivative of the above formula X1 represents an oxygen atom or a sulfur atom, or a pesticide-acceptable salt thereof. X2 is CH (the group can be substituted by r2), that is, CH can be taken by a substituent; R is a hydrogen atom; CpCu alkyl; c2~c6 alkenyl; c2~c6 alkynyl; C3~c8 cycloalkyl; (:)~c6 i-alkyl; Cl~c6-based thiol-c-c6 alkyl; Ci~C6 alkylsulfonyl-CpC6 alkyl; (^~(:6 alkoxy-Cl~c6 alkyl; C ~C6 alkoxy C^C: 6 alkoxy c^C: 6 alkyl; phenoxy (^~(^alkyl; C widely C: 6 haloalkoxy) (:6:4 alkyl; tetrahydrofuran Ci~C6 alkoxy CVC6 alkyl; CVC6 alkylsulfonyl CVC6 alkoxyalkyl; cyano CfCe amphoxy CVC6 alkyl; cyanoCrCe alkyl; CrQ Alkylcarbonyloxy Ci~C6 alkyl; C-C6 alkylalkyl.; (^~(:6 alkoxycarbonylCrCe alkyl; (RfN-C^C^CrCe alkyl; C6~C10 aryl) C-C6 alkyl (the aryl group of the group may be substituted by 1 or more identical or mutually different R8), that is, C6~C1() in which the aryl group may be substituted by 1 or more identical or mutually different R8 Aryl (^~(:6 alkyl; HetLCpC^alkyl (this group may be substituted by 1 or more identical or mutually different R9), which may be the same or different by 1 or more 21 320292 200920255 R9 substituted HeiLc wide G alkyl; nr1〇ri] ^~^aryl kilyl can be substituted by ^ or ^ above or the same ^, can be substituted by 1 or more identical or mutually different Rl2 An aryl group, or an H d group (the group may be subjected to or two or more identical or mutually substituted), may be one or two identical or the same; the so-called "Het" is a system of cowardly This ruler replaces you] "You are a scorpion, tetrahydrothiophene, tetrahydrothiophene Was four outlet receptacles south, tetrakis (Sell mouth σ soil surface - plate, Shu &quot; four Liao Gong thereof a plug thiopyran, 4,5-dihydro-iso-oxazole drink,

Β塞吩、σ比唾、曙唾、昱jjgg W ^ 異％唑、噻唑、異噻唑、1,2,4-三峻、 1，2,4-噚二唑、1，3,4_噻二唾 比〇疋、0合哄、口密〇定、〇比 、 2,3-一氫苯并吱喃、13_苯并_『# ^ 并嗅喃“引嗓； 开一 ％戊、本开-Μ，、苯 :原子' 硝基、Ci〜C6烷基、Ci〜C6鹵烷基、。〜 二乳二、Cl〜Q燒基硫基、Cl〜c6烧基磺醯基、或C广c6 烷氧基C】〜c6烷基； η係0至4的整數，. R3係羥基； 及々、相互獨立’表不Ci〜C6烧基，再者，R6及R7亦 :二等連接在一起且與該等所鍵結的氮原子共同形成5 工貝環’此時，所形成的環中，除尺6及r7所鍵結之氮 原子以外，尚可存在氧原子； R8係鹵原子、或Ci〜Ce烷氧基； R9傣CiA烷基； A ’ 幾ΓΗ11相互獨立’表示Cl〜C6烧基、或Cl〜C6炫氧基 320292 22 200920255 R係鹵原子、羥a&amp; 卜 環烧美、C〜η 硝基、氰基、q〜c6烷基、c c 土 1 6卣院基、C1〜C6院氧義、c C、成ϋΑ 8Steroids, σ than saliva, saliva, 昱jjgg W^isoxazole, thiazole, isothiazole, 1,2,4-tris, 1,2,4-oxadiazole, 1,3,4-thi Two saliva, 0, 0, 口, 〇, 2, 2,3- hydroxybenzopyrene, 13 Benzene _『# ^ and snoring 嗓 嗓; open one% pent, this Μ-Μ, benzene: atom 'nitro group, Ci~C6 alkyl group, Ci~C6 haloalkyl group, ~2 di-milk, Cl~Q alkylthio group, Cl~c6 alkylsulfonyl group, or C Wide c6 alkoxy C]~c6 alkyl; η is an integer from 0 to 4, R3 is a hydroxyl group; and 々, mutually independent 'is not Ci~C6 alkyl, and further, R6 and R7 are also: second-order connection Together with the nitrogen atoms bonded by the bonds, a 5-mesh ring is formed. At this time, in the formed ring, an oxygen atom may be present in addition to the nitrogen atom bonded by the ruler 6 and the r7; Atom, or Ci~Ce alkoxy; R9傣CiA alkyl; A 'several 11 independent of each other' means Cl~C6 alkyl, or Cl~C6 oxyalkyl 320292 22 200920255 R-based halogen atom, hydroxy a&amp; Spicy, C~η nitro, cyano, q~c6 alkyl, cc soil 1 6 卣 yard base, C1~C6 courtyard oxygen, c C, ϋΑ 8

炔氧基、CrC内卜卜 6沉虱基C2〜C6烯虱基、C2〜Q r Α Γ η 6鹵扰虱基、C〗〜C6烷基硫基、c c :基C 基…基、C—基。二 基、Cl〜c6鹵烷惫其 】 ^醯基、Cl〜c^H氧基、氛基Cl〜C6燒氧基、 &quot;icl:c6 ^ 為相鄰的2個ΚΓ2連在、V所不）’再者’ Rl2，亦可 子共同形成# 與該等所直觀結的碳原 之至8貝雜裱，此時所形成的環亦可 Ί原子' Cl〜C6烧基、或側氧基取代； ^其係側氧基、齒原子、Ci〜C6燒基、Ci〜C6嶋、Ci〜c6 烷乳基、或單（Cl〜C6烷基）胺基。 ^ X1) (3)、（4)或（5)項中任一項所記載的侧氧基 衍生物或其農藥上容許的鹽，其中，上述通式[I]中， X1係氧原子； X2係氮原子； R係氫原子；CVCu院基；c2〜c6烯基；c2〜c6炔基； q〜c6 S院基;c2〜c6鹵烯基；Ci〜C6院基硫基Ci〜c6烧基； C1 C6烷氧基Cl〜C6烷基；Cl〜C6鹵烷氧基Cl〜C6烷基； C1〜ce烷氧基羰基Cl〜C6烷基；c0〜芳基Cl〜c6烷基（該 基的芳基可經11或2個以上相同或互異的R8取代），即芳 基可經1或2個以上相同或互異的R8取代的c6〜c1()芳基 C1〜c0燒基；Het^CrC：6烷基（該基可經1或2個以上相同 23 320292 200920255 或互異的R9取代），即可經1成2個以上相同或互異的R9 取代的HetkCrC^烷基；C6〜Cio芳基（該基可經1或2個 以上相同或互異的R12取代），即可經1或2個以上相同或 互異的R12取代的C6〜C1()芳基；或Het2基（該基可經1或2 個以上相同或互異的取代）’即可經1或2個以上相同 或互異的R13取代的Het2基；所謂「Het2」係4,5-二氫異 噚唑、噻吩、吡唑、異噚唑、吡啶、2,3-二氫苯并呋喃、ι，3-苯并二11 萼茂、苯并-1,4-二噚烯； R係鹵原子、C】〜C6烧基、Ci~c；6烧基硫基、或 烷氧基； 虽X為CH(該基可經R2取代），即可經R2取代的cH η為〇至4的整數； 當X2係N(〇)m時，^為〇至3的整數； R3係經基；&quot; R8係鹵原子、Ci〜C6鹵烷基、c Α烷氧基 鹵烷氧基.； 一Alkynyloxy, CrC, Nab, 6, decyl C2~C6 olefin, C2~Q r Α η η 6 halogen sulfhydryl, C 〖~C6 alkylthio, cc: yl C, yl, C -base. Dibasic, Cl~c6 haloalkyl] 醯 、, Cl~c^H oxy, aryl C~C6 alkoxy, &quot;icl:c6 ^ are adjacent 2 ΚΓ2, V No) 'Rather' Rl2, can also form together # with the direct carbon of the original to 8 shells, the ring formed at this time can also be a halogen atom 'Cl~C6 burnt base, or side oxygen Substituted; ^ is a pendant oxy group, a tooth atom, a Ci~C6 alkyl group, a Ci~C6嶋, a Ci~c6 alkane group, or a mono(Cl~C6 alkyl)amine group. The side-oxyl derivative or a pesticide-acceptable salt thereof according to any one of the above-mentioned (1), wherein the X1 is an oxygen atom; X2 is a nitrogen atom; R is a hydrogen atom; CVCu is a base; c2~c6 alkenyl; c2~c6 alkynyl; q~c6 S is a base; c2~c6 is an alkenyl group; Ci~C6 is a thiol Ci~c6 C1 C6 alkoxy Cl~C6 alkyl; Cl~C6 haloalkoxyCl~C6 alkyl; C1~ce alkoxycarbonyl Cl~C6 alkyl; c0~aryl Cl~c6 alkyl ( The aryl group of the group may be substituted by 11 or more identical or mutually different R8), that is, the aryl group may be substituted by one or two or more identical or mutually different R8, c6~c1() aryl C1~c0. Het^CrC: 6 alkyl (this group may be substituted by 1 or more identical 23 320292 200920255 or mutually different R9), ie HetkCrC alkane substituted by more than 12 identical or mutually different R9 a C6~Cio(yl) group which may be substituted by one or two or more identical or mutually different R12; Or a Het2 group (the group may be substituted by 1 or more identical or mutually different)' can be passed through 1 or 2 The same or different R13 substituted Het2 group; the so-called "Het2" is 4,5-dihydroisoxazole, thiophene, pyrazole, isoxazole, pyridine, 2,3-dihydrobenzofuran, ι, 3 - benzodiazepine, benzo-1,4-dioxene; R-based halogen atom, C]~C6 alkyl, Ci~c; 6 alkylthio or alkoxy; although X is CH (The group may be substituted by R2), that is, cH η substituted by R2 is an integer of 〇 to 4; when X2 is N(〇)m, ^ is an integer of 〇 to 3; R3 is a base; &quot; R8 a halogen atom, a Ci~C6 haloalkyl group, a c-decyloxy haloalkoxy group;

Cl〜C6烷基、鹵原子、或C1〜C6鹵烷基； R 係鹵原子、箄且 ^ _垸A 广鼠基、Ci〜c6烧基、c3〜c8環燒基、c 土 1 C6烷氧基、CpCft鹵俨气其 志Γ η 硫基；再者，Rlr 鹵烷乳基、或CrC6鹵；Cl~C6 alkyl, halogen atom, or C1~C6 haloalkyl; R is a halogen atom, 箄 and ^ _垸A 广鼠基, Ci~c6 alkyl, c3~c8 cycloalkyl, c soil 1 C6 alkane An oxy group, a CpCft ruthenium ruthenium y thio group; further, an Rlr haloalkane group or a CrC6 halide;

等所亩垃細 '、可為相鄰的2個Rl2連接在—起且J 寺所直接鍵結的唆 屹且J 子、硫原子及氮原;形她，或具有選自』 此時所形成的環 4们雜原子之4至8員雜 战’衣亦可經齒原 R係鹵原子 ，Waiting for the screed', it can be the adjacent two Rl2 connected to the 唆屹 and J, the sulfur atom and the nitrogen source directly bonded by the J temple; shaped her, or has selected from The formed ring 4 has 4 to 8 members of the hetero atom, and the clothes can also pass through the R-halogen atom of the tooth.

1 6、元基、C1〜C6鹵烷基、或CrC 320292 24 200920255 氧基。1 6. A carboxyl group, a C1 to C6 haloalkyl group, or a CrC 320292 24 200920255 oxy group.

’係通式[Ji]所 [J1] 不 ί式中， X1表示氧原子或硫原子； X2表示CH(該碳原子可姑 W表示⑽烧心：取代卜或氮原子； ； c^c6 i^A；c&quot;c6^；C-C6^^;c^ ㈣她…基二_基;…^ Γ Γ卜故广广 八^基Ci〜C6烷基；匚广：烷氧基[Ji] [J1] In the formula, X1 represents an oxygen atom or a sulfur atom; X2 represents CH (the carbon atom can be represented by (10) heartburn: substituted or nitrogen atom; c^c6 i^ A;c&quot;c6^;C-C6^^;c^ (d) her...base two_base;...^ Γ Γ 故 广 Guangguang 八 基 Ji~C6 alkyl; 匚广: alkoxy

Cl C6烧基，（：广(：6烷氧基c c俨气其Γ 「p盆一 甘 1匕6規戰J基Ci-Q燒基，本氧 1 6烷基;C1〜C6 4烷氧基q〜c6烷基;·四氫呋喃C1〜C( 烧氣基（VC6烧基，CVCd基顿基Ci〜C6絲基c广q 燒基；氰基C广c6烧氧基Ci〜c6院基；氮基c广C6燒基； Cl C6浼基羰氧基Cl〜(：6烷基；_ Ci〜c6醯基Ci〜c6烷基； Ci〜C6烷氧基羰基Ci〜c6烷基；（r6r7n_c=〇)Ci〜C6烷基； C6 C1G芳基Cl〜C6烷基（該基的芳基可經J或2個以上相 同或互異的R8取代），即芳基可經1或2個以上相同或互 兴的R取代的C6〜C10芳基烷基；HeP-CrC^烷基（該 基可經1或2個以上相同或互異的r9取代），即可經1或 2個以上相同或互異的R9取代的Heti_c广C6烷基；NR10R1: 基C6〜C1Q芳基（該基係可經1或2個以上相同或互異的R1: 25 320292 200920255 取代，即可經1或2個以上相同或互異的r 、 芳基；或Het1基（該基可經}或2個以上相s。代的C0〜C10 取代），即可經1啖2個以上相F1 + 目同或互異的R13 4似上㈣或互異 R2表示齒原子、石肖基、Cl〜c6院基、Ci〜C6.其 院氧基、CA烧基硫基、Ci〜C6絲 土、=〜c6Cl C6 alkyl, (: broad (: 6 alkoxy cc 俨 gas Γ "p pot one Gan 1 匕 6 rules J-based Ci-Q alkyl, this oxygen 16 alkyl; C1 ~ C6 4 alkoxy Base q~c6 alkyl;·tetrahydrofuran C1~C (a gas-burning base (VC6 alkyl, CVCd kitonyl Ci~C6 silk-based c-b-alkyl; cyano C-C6 alkoxy Ci~c6); Nitrogen-based c-C6 alkyl; Cl C6-mercaptocarbonyloxylCl~(:6-alkyl; _ Ci~c6 fluorenyl Ci~c6 alkyl; Ci~C6 alkoxycarbonyl Ci~c6 alkyl; (r6r7n_c = 〇) Ci~C6 alkyl; C6 C1G aryl Cl~C6 alkyl (the aryl group of the group may be substituted by J or 2 or more identical or mutually different R8), that is, the aryl group may be 1 or more The same or a different R substituted C6~C10 arylalkyl group; HeP-CrC^alkyl group (this group may be substituted by 1 or more identical or mutually different r9), which may be 1 or more identical Or a mutually different R9 substituted Heti_c wide C6 alkyl group; NR10R1: a base C6~C1Q aryl group (the base system may be substituted by 1 or 2 identical or mutually different R1: 25 320292 200920255, ie 1 or 2 More than the same or different r, aryl; or Het1 group (the base can be passed through) or two or more phases s. substituted C0~C10) 1啖2 or more phases F1 + R13 4 which is the same or different from each other is similar to (4) or mutually different. R2 represents a tooth atom, a stone base, a Cl~c6 base, and a Ci~C6. Its alkoxy group, CA alkylthio group, Ci~C6 silk, =~c6

烷氧基CVC6烷基； 暴或CpG 當X22係、CH(該基可經R2取代）時，η為0至4的整激. 當X係氮原子時，η為〇至3的整數； ’ R6及R7相互獨立，表示Cl〜C6烷基； 再者，R6及R7亦可為該等連接在一起且與該 的氮原子共同形成5至6員環，此時，所形成的产中、-結 R6，R7所鍵結之氮原子以外，尚可存在氧原子:除 R8表示鹵原子、CrC6鹵烷基、Cl〜C6烷氧基 鹵燒氧基； 乳暴或Cl〜c6 R表示Cl〜匸6烧基、鹵原子、或Ci〜C6鹵燒美. :及RU相互獨立，表示…基、或c二:烧氧基 R表示鹵原子、羥基、硝基、氰基、Ci〜C6烷基、c〜c 裏文元基C〗〜c0 [g烧基、CrC6烧氧基、C2〜C：6埽氧基、c〜c 炔氧基、CrG鹵烷氧基、C广c6烷基硫基、c ^ 6 暴Cl〜C6鹵烷基硫基、CVC6烷氧基c^c：6烷基、C3〜c $烧基Ci〜C6烧氧基、篆基Ci〜C6烧氧基、Ci〜c6酿美.Alkoxy CVC6 alkyl; violent or CpG When X22, CH (the group can be substituted by R2), η is a stimulating of 0 to 4. When X is a nitrogen atom, η is an integer from 〇 to 3; R6 and R7 are independent of each other and represent a Cl~C6 alkyl group; further, R6 and R7 may also be bonded together with the nitrogen atom to form a 5- to 6-membered ring, and at this time, the formed intermediate, - In addition to the nitrogen atom bonded to R6, R7, an oxygen atom may be present: except R8 represents a halogen atom, a CrC6 haloalkyl group, a Cl~C6 alkoxyhalo alkoxy group; a milk storm or Cl~c6 R represents Cl ~ 匸6 alkyl, halogen atom, or Ci~C6 halogen burned. : and RU are independent of each other, indicating ... base, or c two: alkoxy R represents a halogen atom, a hydroxyl group, a nitro group, a cyano group, a Ci~C6 Alkyl group, c~c ribon group C 〗 〖c0 [g alkyl group, CrC6 alkoxy group, C2~C: 6 decyloxy group, c~c alkynyloxy group, CrG haloalkoxy group, C wide c6 alkane Thiothio group, c ^ 6 violent Cl~C6 haloalkylthio group, CVC6 alkoxy group c^c: 6 alkyl group, C3~c$alkyl group Ci~C6 alkoxy group, mercapto group Ci~C6 alkoxy group , Ci ~ c6 brewing beauty.

Cl〜C6烷氣基羰基、二（Ci〜c6烷基）胺基、或 I广匕6淀 320292 26 200920255 氧基；再者H可為相鄰的 等所直接鍵結的碳原子共同形 R連接在一起且與該 子、硫原子及氮原子中之！、至:成域環’或具有選自氧原 此時所形成的環亦可經_原子、固雜原子之4至8員雜環， 代； Ci〜C6烷基、或側氧基取 R13表示側氧基、4原子、 q〜c6院氧基、或單（c 1 C6燒基、Cl〜燒基、 飞早（Cl〜G烷基）胺基； Y表不鹵原子、或氰基；Cl~C6 alkoxycarbonyl, bis(Ci~c6 alkyl)amine, or I 匕6:320292 26 200920255 oxy; further H may be adjacent to the directly bonded carbon atoms to form a common R Connected together and with this sub, sulfur and nitrogen atoms! To: a domain ring ' or a ring formed by selecting an oxygen source at this time may also be a 4- to 8-membered heterocyclic ring of a _ atom or a solid hetero atom; a Ci~C6 alkyl group or a pendant oxy group. Indicates a pendant oxy group, a 4-atom atom, a q-c6 alkoxy group, or a mono(c 1 C6 alkyl group, a Cl~alkyl group, a fly early (Cl~G alkyl) amine group; Y represents a halogen atom or a cyano group ;

Het1表示四氮喧吩、 ^ „ 以1噻1^二氧化物、四氫噻喃、四 虱0塞喃一氧化物、4,5-二帛η nee , —1L異卩亏唑基、噻吩、吡唾 驾 異噚唑、噻唑、異噻唑、〗 1，2,4-二唾、ι，2,4-Β等二唾、1 3 4_ 。开*疋、吡畊、2,3-二氬苯并呋喃、J 3 苯并二噚茂、苯并-1 + ，3&quot; 开 Θ 一％烯、苯并呋喃、吲哚}。 _⑼一種化合物，係通式[J2]所示：Het1 represents tetrazolium, ^ „1 thiazide, tetrahydrothiopyran, tetrahydrofuran oxide, 4,5-dioxene nee, —1 L isoindoleazolyl, thiophene , pyridoxazole, thiazole, isothiazole, 〗 1,2,4-disa, ι, 2,4-Β and other di-saliva, 1 3 4_. Open * 疋, pyridin, 2, 3- two Argon benzofuran, J 3 benzodioxan, benzo-1 + , 3&quot; opening oxime 1-% olefin, benzofuran, oxime}. _(9) A compound of the formula [J2]:

[J2] {式中， X1表示氧原子或硫原子； X2表示CH(該碳原子可經R2取代）、或氮原子； R1表示烷基；c2〜C6烯基；C2~C6炔基；C3〜C8 環烷基；Cl〜C6鹵烷基；c2〜c6鹵烯基；C】〜C6烷基硫基 C}〜C6烷基；Ci〜C6烷基磺醯基Cl〜C6烷基；CVC6烷氧基 27 320292 200920255 C广c6烷基；Ci-Cs烷氧基烷氧基CrCe烷基；苯氧 基Ci~C6燒基；c】〜C6鹵烧氧基C〗〜C6烧基；四氫σ夫喃Ci〜C^ 烷氧基（^〜(：6烷基；CrC6烷基磺醯基Cl〜c6烷氧基C^C：6 烧基，氰基Ci-G烧氧基Ci〜C6烧基；氰基CfC^：)：完基 Ci〜C6烷基羰氧基Ci~C6烷基；。广(：6醯基Q-C6烷基 C广C6烷氧基羰基CrC：6烷基；（r6r7n_c=〇)Ci〜c6烷基 C6〜C1()芳基CcC6烷基（該基的芳基係可經1或2個以上 相同或互異的R8取代）’即芳基可經1或2個以上相同或 互異的R8取代的C6〜C1()芳基c〗〜C6烷基；HeP-CrC^烷 基（該基可經1或2個以上相同或互異的R9取代），即可經 1或2個以上相同或互異的R9取代的Hetl_c广q烷基； NR10Rn基；q〜Cl〇芳基（該基可經1或2個以上相同或互 異的Rl2取代），即可經1或2個以上相同或互異的f取 代的Q〜Ci〇芳基；或細基（該基可、經1或2個以上相同 或互異的R13取代），即可妹 ϋ13„ L ,;丨J、，，工1或2個以上相同或互異的 ,R取代的Het1基；[J2] wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH (the carbon atom may be substituted by R2), or a nitrogen atom; R1 represents an alkyl group; c2 to C6 alkenyl; C2 to C6 alkynyl; C3 ~C8 cycloalkyl; Cl~C6 haloalkyl; c2~c6 haloalkenyl; C]~C6 alkylthio C}~C6 alkyl; Ci~C6 alkylsulfonyl Cl~C6 alkyl; CVC6 Alkoxy 27 320292 200920255 C wide c6 alkyl; Ci-Cs alkoxy alkoxy CrCe alkyl; phenoxy Ci~C6 alkyl; c] ~C6 halogen alkoxy C 〗 〖C6 alkyl; Hydrogen σfran Ci~C^ alkoxy (^~(:6 alkyl; CrC6 alkylsulfonyl Cl~c6 alkoxy C^C: 6 alkyl, cyano-Ci-G alkoxy Ci~ C6 alkyl; cyano CfC^:): complete Ci~C6 alkylcarbonyloxy Ci~C6 alkyl; broad (: 6 fluorenyl Q-C6 alkyl C widely C6 alkoxycarbonyl CrC: 6 alkane (r6r7n_c=〇)Ci~c6 alkyl C6~C1() aryl CcC6 alkyl (the aryl group of the group may be substituted by 1 or more identical or mutually different R8) 'that is, the aryl group may be 1 or 2 or more identical or mutually different R8 substituted C6~C1() aryl c </RTI> C6 alkyl; HeP-CrC^alkyl (this group may be substituted by 1 or 2 identical or mutually different R9 ),which is Het_c wide q alkyl which may be substituted by 1 or more identical or mutually different R9; NR10Rn group; q~Cl〇 aryl (the group may be substituted by 1 or 2 identical or mutually different Rl2), ie Q~Ci〇 aryl group which may be substituted by 1 or more identical or mutually different f; or a fine group (which may be substituted by 1 or 2 identical or mutually different R13), ie, 13 „ L ,; 丨J,,, work 1 or more identical or mutually different, R-substituted Het1 groups;

=示Λ原子:硝基、Cl〜Q燒基、炫基、CA * 1 C6烧基硫基、Cl〜C6炫基項酿基、&lt;C c 烷氧基CpQ烷基； - 土 ^ Cl~C6 § X為CH(該基可經r2取 者χ2择気塔 守’η為〇至4的整數； 田1係氮原子時，^ 〇至3的整數； R6及R7相互獨立，表 r ， $心、 衣不C.1〜C6烷基； 再者，R及R7,亦可為該等 的氮原子共同形成5至 起且與該等所鍵結 貝被’此時，所形成的環中，除 320292 28 200920255 R及R所鍵結之氮原子以外，尚可存在氧原子， R8表示南原子、Cl〜c6齒烷基、Ci〜C6烷氧基、’= Λ atom: nitro, Cl~Q alkyl, 炫, CA * 1 C6 alkylthio, Cl~C6 炫 base, &lt;C c alkoxy CpQ alkyl; - soil ^ Cl ~C6 § X is CH (the base can be selected by r2, χ2 is selected as the integer of 〇 to 4; when field 1 is nitrogen, ^ 〇 to 3 integer; R6 and R7 are independent of each other, table r , $心, clothing is not C.1~C6 alkyl; further, R and R7, may also form the nitrogen atoms together to form 5 to and from the bonded shells are formed at this time In the ring, except for the nitrogen atom bonded by R and R, an oxygen atom may be present, R8 represents a south atom, a Cl~c6 tooth alkyl group, a Ci~C6 alkoxy group, '

鹵烷氧基； 4 Ci〜C R9表不C广C6院基、由原子、或Ci〜c6齒燒基； =及以相互獨立，表w基、或W燒氧基 環口氰基、C1〜C6燒基、^Haloalkoxy; 4 Ci~C R9 is not C-C6, based on atomic, or Ci~c6-dentate; = and independently of each other, w-group, or W alkoxy cyano, C1 ~C6 burning base, ^

…J Cl〜C6烷氧基、C2〜C6烯氧基、C2〜C 、:土 鹵烷氧基、C1〜c6院基硫基、CpC#其廿6 醯基、c〗〜c&lt;忐、p I技甘 ^ 1 %祝基磺 6 0絲&amp;基、q〜C6絲基Cl〜Q烧基、c3〜c 义几土 1〜C6烷氧基、氰基C!〜c6烷氧基、Cl〜c酽8 C】〜cfi烷4其㉝I _ 6乳土酸基、...J Cl~C6 alkoxy, C2~C6 alkenyloxy, C2~C,: oxahaloalkoxy, C1~c6 thiol, CpC# 廿6 fluorenyl, c 〗 〖c&lt;忐, p I Technique ^ 1 % sulfo 6 0 silk &amp; base, q ~ C6 silk based Cl ~ Q alkyl, c3 ~ c smectite 1 ~ C6 alkoxy, cyano C! ~ c6 alkoxy , Cl~c酽8 C]~cfi alkane 4, its 33I _ 6 latex acid base,

氧基；再者4 Hetl_cl〜Q 等所直接鍵結的::=2:R12連接在-起且與該 子、硫原子及氮原子中成礙環，❹有選自氧原 此時所形成的環亦可”肩固雜原子之4至8貝雜環， 取代； ^ 了㈣原子、C j〜C 6烧基、或側氧基所 表不側乳基、鹵原子、烧基、Ci〜C6齒燒基、 c=6焼氧基、或單（Ci〜C6烧基）胺基； 表不四氫嗟吩、四氣嗟吩化物、四氯嗟 虱噻喃二氧化物、4 %t »ΒΒ ，一氣異曙唾、10塞吩、.°比嗤、.卩等哇、異 专η坐、嗔唾、 ’、 _ , 1,2,4-***、1，2,4-噚二唑、1，3,4-噻 :::::定^井”密唆”導❽二氮苯并吱喃、… —μ mu麵、苯并咬喃、十朵）。 320292 29 200920255 (10)如上述（9)所記載之化合物，其中，上述通式[J2]中， R1係C2〜C6炔基；c3〜C8環烷基；鹵烷基；C2〜C6 鹵烯基；烧基硫基Cl〜C6烷基；烷基磺醯基 CrC6烧基；CVQ烷氧基（^〜(：6烷氧基烷基；苯氧 基C广C6烧基；(^〜(：6鹵烷氧基C广C6烷基；四氫呋喃CrCe 炫氧基c〗〜C6烷基；Cl〜C6烷基磺醯基Cl〜C6烷氧基Cl〜c6 烧基；氰基（^〜(：6烷氧基Cl〜C6烷基；氰基Cl〜C6烷基； 烧基幾氧基Ci〜C6烧基；Ci〜C6醯基c广C6烷基； CrG炫氧基羰基c】〜c6烷基；（RHOCOCVC^烷基； C6〜C1{)芳基CrC6烷基（該基的芳基經1個以上相同或互異 的R8取代）；Het^CrC6烷基（該基可經1或2個以上相同 或互兴的R9取代）’即可經i或2個以上相同或互異的R9 取代的Heti-CVC6院基；NRH ;或胸！基（該基可經 1或2個以上相同或互異的取代），即可經ι或2個以 上相同或互異的Ri3取代的Hetl基。 (11)如上述（9)所記載之化合物，其中，上述通式中， X2係氮原子； 係c6〜Cl0芳基（該基可經i或2似上相同或互異的 R取代—）gp可經！或2個以上相同或互異的Ri2取代的 匸6〜Ci〇芳基。' (12j-種除草劑，係含有上述⑴〜⑺項中任—項所㈡ 之側氧基叫衍生物或其鹽作為活性成分。 (二-#除草劑之使用方法，係以上述⑽所記载之除 劑之有效量處理土壤及/或植物。 320292 30 200920255 種除草用農藥組成物，係含有上 項 \所5己®之側氧基吼義生物或 ' 壬 載體。 久辰樂所容許的 (=-種抑制雜草生長繁㈣方法，係在待除 長场所，散佈有效量之含有上述( 二、 載之側氧基”衍生物或其鹽的農藥組成物 項所記 再者，本發明係關於下述（16)〜(25): (16)-種通式[χ]所示之側氧基吡 容許的鹽，該通式[X]為： H、辰樂上Oxyl; in addition, 4 Hetl_cl~Q, etc. directly bonded::=2: R12 is attached to the ring and forms a ring with the sub, sulfur and nitrogen atoms, and is selected from the oxygen source. The ring may also be substituted with a 4 to 8-shell heterocyclic ring of a hetero atom; ^ (a) atom, a C j - C 6 alkyl group, or a pendant oxy group, a halogen atom, a halogen group, a Ci ~C6 dentate, c=6 methoxy, or mono(Ci~C6 alkyl)amine; represents tetrahydroporphin, tetrahexanide, tetrachlorophosphonium oxychloride, 4% t »ΒΒ, a sigh of sputum, 10 sesame, .° than 嗤, 卩, etc. wow, different η sit, 嗔 、, ', _, 1,2,4-triazole, 1,2,4- Oxadiazole, 1,3,4-thia::::: Ding ^ well "Min" ❽ ❽ 氮 ❽ 、, ... - μ mu face, benzo bite, ten) 320292 29 200920255 (10) The compound of the above formula (9), wherein, in the above formula [J2], R1 is a C2 to C6 alkynyl group; a c3 to C8 cycloalkyl group; a haloalkyl group; a C2 to C6 haloalkenyl group; Alkylthiol C~C6 alkyl; alkylsulfonyl CrC6 alkyl; CVQ alkoxy (^~(:6 alkoxyalkyl; phenoxy C widely C6 alkyl; (^~( 6 haloalkoxy C widely C6 alkyl; tetrahydrofuran CrCe decyloxy c 〗 〖C6 alkyl; Cl~C6 alkylsulfonyl Cl~C6 alkoxy Cl~c6 alkyl; cyano (^~(: 6 alkoxy Cl~C6 alkyl; cyano-Cl~C6 alkyl; decyloxy-Ci-C6 alkyl; Ci~C6 fluorenyl c-C6 alkyl; CrG methoxycarbonyl c]~c6 (RHOCOCVC^alkyl; C6~C1{) aryl CrC6 alkyl (the aryl group of the group is substituted by one or more identical or mutually different R8); Het^CrC6 alkyl (the group may be 1 or 2) More than one identical or reciprocal R9 substituted) 'Heti-CVC6 derivatized with i or two or more identical or mutually different R9; NRH; or thoramic base (the base may be identical by 1 or more) And a compound of the above formula (9), wherein, in the above formula, the X2 nitrogen atom is a compound of the above formula (9). A c6~Ci〇 aryl group which is a c6~Cl0 aryl group which may be substituted by i or 2 which may be the same or different from each other, and a gp may be substituted by two or more identical or mutually different Ri2. ' (12j-type herbicide, which contains any of the above items (1) to (7) (2) The side oxy group is called a derivative or a salt thereof as an active ingredient. (The method of using the bis-# herbicide is to treat the soil and/or the plant with the effective amount of the degreaser described in the above (10). 320292 30 200920255 The composition contains the pendant oxy-sense organism or the 壬 carrier of the above-mentioned item. The method of (=) a method for inhibiting the growth of weeds (4) is to be used in a long-term place to disperse an effective amount of a pesticide component containing the above-mentioned (2, a pendant oxy-) derivative or a salt thereof. Further, the present invention relates to the following oxypyridyl-permissible salt represented by the following formula (16) to (25): (16)-formula [χ], wherein the formula [X] is: H, Chen Le Shang

[X] {式中， X 1表示氧原子或硫原子； X42表示CH(該碳原子可經r42取代）、或N(〇)m ; m表示0或1的整數； — 示虱原子，私:基，單（ci〜C6燒基）胺基；二（〇)〜(：&lt; 、元基）胺基，Cl〜C6烧氧基；可經選自下述取代基群α中 之任意基取代的Cl〜ClA基；C3〜q環絲；可經選自下 述取代基群α巾之基取代# C2〜C6烯基；可經選自下述取 代基群α中之基取代的〜匸6炔基；可經選自下述取代基 羊^中之基取代的苯基；可經選自下述取代基群石中之 任忍基取代的的苯基院基；具有選自氧原子、硫原 31 320292 200920255 子及氮原子中之1至5個雜原子的碳數2至1〇雜環基（該 基可經選自下述取代基群々中之基取代）；或具有選自氧 原子、硫原子及氮原子中之i至5個雜原子的碳數2至1〇 雜環CcC3烷基（該基可經選自下述取代基群沒中之基取 代）； R表示齒原子、經基、確基、氯基、Ci〜C6烧基、a% 環烷基、C3〜C6環烷基Cl〜C3烷基、C2〜C6烯基、C2〜C6炔 基、CA鹵烷基、CA烷氧基、c3〜c6環烷基氧基、c2〜c6 烯氧基、C2〜C6炔氧基、（：丨〜(：6鹵烷氧基、Cl〜c6烷基硫基、 CcC6烷基亞磺醯基、Cl〜C6烷基磺醯基、Cl〜C6鹵烷基硫 基、C^C6鹵烷基亞磺醯基、Ci〜C6鹵烷基磺醯基、胺基、 早（CrC：6烷基）胺基、二（Ci〜C6烷基）胺基、Cl〜Q烷氧基 CA烧基、C广c6酸基、幾基、Ci〜c6烷氧基幾基、單（c广C6 烧基）胺基幾基、或二（Ci-C6焼基）胺基羧基； 當X42為CH(該基可經R42取代）時，n為〇至4的整數； 當X42係N(0)m時，η為〇至3的整數； R43表示純、（^(式中，Μ+表示驗金屬陽離子或録陽 难子）、胺基、i原子、Cl〜c6烧基續酿氧基、q〜c6烧基 硫基、c广c6烧基亞石黃醯基、Ci〜C6烧基續酿基、Ci〜c6南 院基硫基、ck㈣基亞俩基、Ci〜Q A絲續酸基、 C2〜c6烯基硫基、c2〜c6烯基亞磺醯基、c2〜C6烯基磺醯基、 C2〜c6块基硫基、C2〜C6炔基亞賴基、C2〜C6快基礦酿基、 CVC6烧基幾氧基、c2〜c6稀絲氧基、C2〜C6块基数氧基、 可經選自下述取代基群r中之基取代⑼氧基、可經選自 320292 32 200920255 下述取代基群r中之基取代的苯基硫基、可經選自下述取 代基群r中之基取代的苯基亞確醯基、可經選自下述取代 基群τ中之基取代的苯基續醯基、可經選自下述取代基群 r中之基取代的笨基磺醯氧基、可經選自下述取代基群τ 中之基取代的笨基羰氧基、***_丨_基、 基 1’2’3_二°坐-2-基、咪。坐_基、π比唾.基、四吐基、 或四唑_2·基； Α41 表示 C(R44R45); A42 表示 C(R46R47)、或 〇〇 ; A43 表示 C(R48R49); 、R44、、r46、r47、r48及r49相互獨立，表示氫原子 或CrC6烷基，再者，尺料與R49亦可藉由c2〜〇5伸烷基鏈 鍵結而構成環}。 [取代基群α ] ·· 由下列者所組成之群組：鹵原子、羥基、硝基、氰基 Cl〜C6烷基、C3〜C6環烷基、CVC6鹵烷基、C广c6烷氧基 C^C6環烷基氧基、Cl〜C6鹵烷氧基、苯氧基、。〜。烷這 叛，基、Ci〜C6烷基硫基、CpC6烷基亞磺醯基、Ci〜C6^ 基續酿基、胺基、單（Cl〜c6院基）胺基、二，（Ci〜c6烷基）越 基、C!〜C6烷氧基C^C6烷氧基、Ci〜C6烷基磺醯基c广c 烧氧基、氰基Cl〜Cd氧基、具有從氧原子、硫原子及氮 原子中任意選出之1至5個雜原子的碳數2至1〇雜環 烷氧基、Cl〜Q醯基、Ci〜C6烷氧基羰基、及 队〇〇基（R%及P相互獨立，表示氫原子或Cl% 320292 33 200920255 烷基，再者，R5〇及R5!亦可舆該等所鍵結的氨原子共同形 成5至6員環，此時在該環中，除rSG及RS1所鍵結的氮 原子以外尚可存在從氧原子、氮原子及硫原子的群組中 任意選出之1個以上的原子）。 [取代基群/9] 由下列者所組成之群組：卣原子、羥基、硝基、氰基、 CrC6烷基、〇3〜c；6環烷基、C3〜C6環烷基Ci〜C3烷基、 7基、c2〜c6块基、Cl〜C6鹵燒基、Ci〜Q烧氧基、C3〜C6 環烧基氧基、（：2〜(：6烯氧基、氧基、Ci〜Q烧基幾 氧基、C^C6由烷氧基、Cl〜C6烷基硫基、〇1〜。烷基亞磺 醯基^CrC6烷基磺醯基、Cl〜C6 _烷基硫基、Ci〜C6齒烷 基亞續醯基、Cl〜C6 i烧基確醯基、胺基、單（Ci〜c6烧基） 胺基、二（Cl〜C6烷基）胺基、Ci〜C3烷氧基Ci〜C3烷基、Cl〜Q 烷氧基Ci〜C6烷氧基、C：3〜C：6環烷基Ci〜C3烷氧基、氰基 q〜c3烧氧基、Cl〜c6酸基、羧基、Ci〜C6燒氧基幾基、胺 ^基广Cl。院基）胺基縣、二（Ci〜Ci。烧基）胺基 端基、以及具有從氧原子、硫原子及氮原子中任意選出之 1至5個雜原子的碳數2至1〇雜環Ci〜c3烷氧基。 [取代基群γ ] 由下列者所組成之群組：鹵原子、硝基、氰基、Ci〜c6 炫基、鹵烧基、c广c6烧氧基、及Ci〜c6幽烧氡基。 、（）如上述（11)所圮載之側氧基吡哄衍生物或其農藥上 容許，鹽，其中，上述通式[X]中的n CH(該碳原； 經：R42取代）。 320292 34 200920255 (18)如上述（11)所記載之側氧基吼啡衍生物或其農藥上 容許的鹽，其中，上述通式[X]中的Χ42係N(〇‘。 μ 09)如上述（16)〜（18)項中任一項戶斤記载之側氧啡衍 生物或其農藥上容許的鹽，其中，上述通式[χ]中的又“ 氧原子或硫原子； ’' X係CH(該碳原子可經R42取代）、或氮原子. R41係氫原子、可經選自下述取代基群α中之基取代的 Q〜c12院基、C3〜C6環院基、C2〜c6婦基、c2〜c6块基、可 經選自下述取代基群β中之基取代的苯基、可經選自 取^群Θ中之基取代的苯基Cl〜C3展基、從下示雜環群 t所選出的雜環基（該基可經選自下述取代基群β中之 或從下示雜環群2所選出的雜環C1〜C3院基（該 土 k自下述取代基群β中之基取代）；r42係鹵原子、 氧基、基硫基、或C1〜C6烧基伽基； 為CH(該碳原子可、經R42取代）時，至 整數’當X42絲原子時，4 G至3的整數； R43係經基。 [取代基群α ] 由i原子、氰基、Cl〜Cd氧基、Ci〜C6i貌氧基 氧基CW兀氧基、Ci〜Q基磺醯基Ci〜ca ς、氰基Cl〜c6烧氧基、苯氧基、Ci〜C6料 所選出的雜環C1〜⑽炫 石瓜基、C】〜Q烷基磺醯基、c c Γ 及R A (R5。及R ,基1〜C6垸氧基幾基 NC Ο基(R及…相互獨立，表示Μ炫基 320292 35 200920255 再者，R5G及RW亦寸與該等所鍵結的氮原子形成5至6員 環，此時在該環中，除RM及所鍵結的氮原子以外貝 尚可存在氧原子）所構成之群組。 [取代基群/3 ] 由鹵原子、羥基、硝基、氰基、Ci〜c6烷基、K 鹵烷基、Cl〜Q烷氧基、C^C6鹵烷氧基、C2〜C6烯氧基、 〜C6炔氧基、從下述雜環群Z中所選出的雜環Ci〜c6^ 氧基、Ci〜C6烷基硫基、CrC：6烷基磺醯基、Ci〜C3烷氧其 Cl〜C3烷基、C3〜C6環烷基Ci〜C3烷氧基、氰基Cl〜q烷章 基、及C^C6醯基所構成之群組。 [雜環群Z] 由，氫呋喃、四氫噻吩、四氫噻吩二氧化物、四氳嘍 喃、四氫噻喃二氧化物、4,5_二氫異噚唑、噻吩、異卩等唑、 噻唑、異噻唑、U，4-噚二唑、吡啶、嘧啶、2,3_二氫笨并 夫南I，3苯并一噚茂、及苯并-1,4-二噚烯所構成的群組。 (20)如上述（16)〜(19)項中任一項所記載之側氧基吡啡衍 生物或其農藥上容許的鹽，其中，上述通式[χ]中，表 示氧原子或硫原子； X42係CH(該基可經R42取代）； R41係氫原子、可經選自下述取代基群α中之基取代的 匕〜〇12烧基、c3〜c6環院基、c2〜c6稀基、C2〜C6块基、可 經選自下述取代基群万中之基取代的苯基、可經選自下述 取代基群/9中之任思基取代的苯基c〗〜cs垸基、選自下示 雜環群Z的雜環基（該基可經選自下述取代基群^中之基 320292 36 200920255 取代）、或選自下示雜環群z c 選自下述取代基群々中之基取=Cl〜C3烧基（該基可麵 子：Cl〜C6燒基硫基、或Cl〜ca基續醯基. ϋ係0至4的整數； 、恭， R43係經基。 [取代基群α] 饮备呈^ 1 U烷虱基、匕〜(：6烷氧基c广c 烷虱基、Ci〜C6烷基磺醯基c c俨惫 ^ 6 氧美、m广 1 h虼乳基、氰基Cl〜c6^ 、才-二班，/土 1 C6鹵烷氧基、C1〜C6貌基羰氧基、從下 处才准裱群2：中所選出的雜環Cl〜烷 基、C〗〜c6烷基磺醯基、c &quot; 1〜6,元基碌 „ D50n5] * Cl〜C6醯基、CrG烷氧基羰基、 及 R50R51N-CK)基(R5〇 及 r51 土 〇50 „ 夂R相互獨立，表示匕〜〇6烷基； s 亦可與該等所鍵結的氮原子共同形成5至 貝壞’此時在該環中，mR5I所鍵結的氮原子以外， 向可存在氧原子）所構成之群組。 [[取代基群冷] ，南原子、經基、確基、氛基、Ci〜C6㈣、CA ::土 &amp;〜G烷氧基、Ci〜C6鹵烷氧基、從下示雜環群冗 斤^出的雜環Cl〜Cl0院氧基.、Ci〜C6烧基硫基、C广〇6烧 =酸基、Cl〜C6烧氧基Cl〜Q烧基、C3〜C6環絲Ci〜c3 基、氰基CVC3烧氧基、及Ci〜c6醯基所组。 [雜環群z] r 由四氫呋喃、四氫噻吩、四氫噻吩二氧化物、四氫噻 四氫噻喃二氧化物、4,5-二氫異噚唑、噻吩、異噚唑、 320292 37 200920255 嗟唾、異t坐、1，2,4-P萼二唾、^定…密咬、2,3_二氫苯并 咬喃、U-苯并二曙茂、*苯并q冬二嗜稀戶斤構成之群組。 ⑼如上述⑽〜㈣項中任_項所記載之側氧基鳴 生物或其農藥上容許的鹽，其中，上述通式.[χ]中， X41係氧原子； X42係氮原子； m'可經選自下述取代基中之任意基取代的 =〜C12烧基、c2〜c6烯基、c2〜c:6炔基、可經選自下述取代 L f我中之任思基取代的苯基、苯基Cl〜C3烧基、選自下 ==中的雜環基(該基可經選自下述取代基… ：可::代自)、或選自下述雜環群z中的雜環ci〜c3烧基 二：取代基…之任意基取代)； j係鹵原子、或C〗〜06烷氧基； η係0至3的整數； R43係經基； Α41 係 CiiR44 ; A42 係 CH2 ; A43 係 CHR49，· 或者R44與R49亦可藉由c2〜c^ R44及R49係氫原子 烷基鏈鍵結而構成環。 [取代基群a j 由鹵原子、n ^ 成的群組。1氧基幾基所構 [取代基群万j 320292 38 200920255 由：卣原子、Cl〜C6烷基、Cl〜C6齒烷基、及Ci〜c 炫氧基所構成的群組。 [雜環群Z] 由4,5-二氫異噚唑、噻吩、異噚唑、吡啶、丨，3_苯并二 %茂、及苯并-1，4-二噚烯所構成的群組。 “（22)-種除草劑，係含有上述（16)至上述⑼中任—項所 兄载之側氧基啦畊衍生物或其鹽作為活性成分。 (23) 一種除草劑之使用方法，係以上述（22)所記載之除 劑的有效量處理土壤及/或植物。 ⑼一種除草用農藥組絲，係含有上述（16)〜(川項中 任一項所記載之側氧基吼Π井衍生物或其鹽、及農藥所容 的載體。 (25)-種抑制雜草生長的方法，在待除去雜草的生 :場所散佈有效量之含有上述⑽〜(21).項中任一項所記 载之側减吼哄衍生物或其鹽的農藥組成物。 ,本發明的上述通式_示側氧基謂衍生物或其鹽， 純^上料印]所補氧基明衍生物㈣鹽的敛 述’進行修正重寫。 ，說明書係以日本專利特願·7_2Qi387號為基礎主 並將該說明書中所揭示的全部事項爱引於本案 [發明效果] 2明通式_示之側氧基謂衍生物或其農藥上容 。、防除在干地、果園、水田、非農耕地所生長的各 320292 39 200920255 =草二ί對於有用植物、有用作物等呈現高安全性等 扣性，在作為農藥上具有優越的作用效果。 專 【實施方式】 針對本，兄明書所記載的代號及用語進行說明。 *原子表示氟原子、氯原子、溴原子或碘原子。 令2 〜C3之類洲元素代號與下標數字的記载，在下 内:二標不基的元素數目將在下標數字所表示之範圍 内。例如在此情況表示碳數係2至3，而 表示碳數為1至6，Ci〜Ci2的样 /〜6的仏不則 ^ 2 〇心不係表不碳數為1至12。 所明「C]〜C6烷基」在無特別限制的前提下， 數1至6的直鏈或分枝鏈狀烷基，可舉例如：甲基、乙基、 正丙基、異丙基、正丁基、第二丁基、異丁基、第三丁 ：、 正戊m基丁基、2-甲基丁基、3_甲基丁基、I乙基丙 基、1山二甲基丙基、H甲基丙基、新戊基、正己基、 r甲基戊基、2·甲基戊基、3_甲基戊基、4_甲基戊基、L 乙基丁基、2-乙基丁基、！山二甲基丁基、u_二甲基丁基、 1 一，3-二甲基丁基、2,2_:τ基丁基、2,二甲基丁基、H -甲基丁基、1,1，2-二甲基丙基、1,2,2-三甲基丙基、卜乙 基-1-甲基丙基、1-乙基-2-甲基丙基等基。'碳數！至6的較 佳烷基係有如··碳數1〜4、或^的直鏈或分枝鏈狀烷基。 所謂「C^C!2烷基」在無特別限制的前提下，表示碳 數1 12的直鏈或分枝鏈狀燒基，例如除上述所示匚1〜匸6 烷基的例子之外，尚可舉例如：正庚基、L甲基己基、5_ 甲基己基、1，1_二甲基戊基、2,2_二甲基戊基、4,4_二甲基 320292 40 200920255 絲、ι·乙基戊基、2·乙基戊基、u，3三f基丁基、m ^甲基丁基、u，3-三甲基丁基、2,2,3_三甲基丁基、2,3，’3_ 二甲基丁基、1-丙基丁基、u，2,2_四甲基丙基、正辛基、 1一-甲基庚基、3-甲基庚基、卜甲基庚基、2_乙基己基、5,5_ -甲基己基、2,4,4-三甲基戊基、r乙基甲基戊基、壬 基1-甲基辛基、2-甲基辛基、3_甲基辛基、7_甲基辛基、 1乙基庚基、1，1-二甲基庚基、6,6_二甲基庚基、癸基、1_ 甲基壬基、2-甲基壬基、6_甲基壬基、r乙基辛基、丙基 庚土正壬I正癸基、正十一烷基、正十二烷基等基。 碳數1〜12的較佳烷基係有如：碳數1至8、1至6、或！ 至3的直鏈或分枝鏈狀烷基。 山所胡「C3〜Cs環烷基」在無特別限制的前提下，表示 碳數=至8的環院基，可舉例如：環丙基、環丁基、環戊 基或環己基等基。碳數3至8的較佳環烧基係有如··碳數 3至6、或4至6的環烷基。 所明c3〜c8環烷基Cl〜C6烷基」在無特別限制的前 提下，表示經碳數3至8環烧基取代之碳數}至6统基， 其中環烧基部分及燒基部分係如上述定義；可舉例如：環 丙f甲基、環丙基乙基、2_環丙基乙基、1-環丙基丙基t 2-¾丙基丙基、3_環丙基丙基、環丁基甲基、環戊美 環己基甲基等基。 土土、 所謂「Cl〜C6鹵烷基」表示經1個以上（較佳i至1〇 個，更佳1至5個）齒原子取代的碳數i至6之直鍵或分枝 鍵狀烧基，可舉例如：氟甲基、氯甲基、溴甲基.、二l f 320292 41 200920255 基、二氯曱基、三氟甲基、三氣甲基、氯二氣甲基、漠二 氟甲基、2-氟乙基、1-氯乙基、2_氯乙基、卜溴乙基、2_ 溴乙基、2,2-二氟乙基、l，2-二氯乙基、2,2_二氯乙基、2,2,2_ 二II乙基、2,2,2-三氯乙基、1，1，2,2_四氟乙基、五氟乙基、 2-溴-2-氯乙基、2-氯·1，1，2,2-四氟乙基、m2,2,2_四氟 乙基、1-氯丙基、2-氯丙基、3-氯丙基、2_溴丙基、3-溴丙 基、2-溴小甲基乙基、3_埃丙基、2,3_二氣丙基、2,3_二溴 丙基、3,3,3-三氣丙基、3,3,3-三氣丙基、3_溴_3,3_二氟丙 基、3,3-二氯-3-氟丙基、2,2,3,3-四氟丙基、^溴-^^三 氣丙基、2,2,3,3,3-五氟丙基、2,2,2-三氟]-三氟曱基乙基、 七氟丙基、1，2,2,2-四氟_1_三氟曱基乙基、2,3_二氯 -1，1，2,3,3-五氟丙基、2_氣丁基、3_氯丁基、4_氯丁基、2_ 氯二甲基乙基、4-溴丁基、3_溴_2•甲基丙基、^溴-匕卜 一曱基乙基、2,2-二氣-lj-二曱基乙基、2'氯小氯曱基·2_ 曱基乙基、4,4,4-二氣丁基、3,3,3_三氣小甲基丙基、3,3,3_ 一敦-2-甲基丙基、2,3,4_三氯丁基、2,2,2_三氯义卜二甲基 乙基、4-氯-4,4-二氟丁基、4,4_ 二氯 _4_ 氟丁基、4_溴_4,4 一 氟丁基 2,4-一溴-4,4-二氟 丁基、3,4_二氯-3,4,4-三氟丁 基、3广二氯_4,4,4-三氟丁基、4-漠-3,3,4,4-四氟丁基、4-/臭 ^3 氯-3,4,4-二氟 丁基、2,2,3,3,4,4_六氟 丁基、2,2,3,4,4,4_ /、氟丁基2,2,2-二氟-i_曱基三氟曱基乙基、3,3,3_三氟 丙基、2,2,3,3,4,4,4_七氟 丁基、2,3,3,3_四氣-2_ 三氟曱基丙基^又以从‘八氣丁基^氣丁基、^ 氯-U，2,2,3,3,4,4-八氟丁基、5_氟戊基、5_氯戊基、5,5_二 320292 42 200920255 氟戊基、5,5-二氯戊基、5,5,5-三氟戊基、6,6,6-三氟己基、 5?5,5,6，.6,6 -五氣己基等基。 所兩C2〜C6稀基」在無特別限制的前提下，表示碳 數2至6的直鏈或分枝鏈狀烯基，可舉例如：乙烯基、L 丙烯基、異丙烯基、2-丙烯基、丨_丁烯基、甲基丙烯 基、2-丁烯基、1_甲基_2_丙烯基、3_丁烯基、甲基丙 稀基、2-甲基_2_丙稀基、π 丁二烯基、i•戊稀基、卜乙基 丙烯基、2-戊烯基、卜曱基丁烯基、孓戊烯基、^甲 基-2-丁烯基、4_戊烯基、^甲基_3_ 丁烯基、弘甲基-丨-丁烯 基、1，2_二曱基_2_丙烯基、u_二甲基丙蝉基、2_甲基々_ 丁稀基、3-甲基-2-丁稀基、1&gt;2_二甲基+丙烯基、2_曱基 3 y烯基、3-甲基_3· 丁烯基、戊二烯基、丨_乙烯基_2_ 丙歸基、1_己埽基、卜丙基-2·丙烯基、2-己烯基、甲基 戊烯基、1-乙基-2-丁烯基、3-己烯基、己烯基、5_.己 烯基、1-甲基_4_戊烯基、卜乙基_3_ 丁烯基、卜(異丁乙 ，基、乙基小甲基I丙烯基、“乙基_2-f基-2—丙烯基、 _(甲、丙基丙烯基、2_甲基·2_戊烯基、3_甲基·3_戊烯基、 赌：基-3-戊婦基、丁婦基、u_二甲基_3_丁 丁二其Μ基冰戊婦基、4_甲基冰戊烯基、二甲基-3_ 15广、丁稀基、三甲基：丙埽基、 數基、乙婦基丁婦基、2,4_己二稀基等基。碳 美 的較佳埽基係有如碳數2〜4的直鏈或分枝鏈狀烯 所謂 C2 C6炔基」在無特別限制的前提下，表示碳 320292 43 200920255 數2至6的直鏈或分枝鏈狀炔基，可舉例如：乙快基、^ 丙炔基、2-丙炔基、1-丁炔基、1-甲基_2_丙炔基、2_ 丁炔 基、3-丁快基、1-戊块基、1-乙基-2-丙炔基、2_戊块基.、 3-戊炔基、1-曱基-2-丁炔基、4-戊炔基、l曱基_3_丁炔基、 2-曱基-3-丁炔基、1-己炔基、1_(正丙基）_2_丙炔基、2-己 炔基、1-乙基-2-丁炔基、3-己炔基、ι_曱基_2_戊炔基、^ 甲基-3_戊炔基、4-甲基-1-戊炔基、3_甲基_丨_戊炔基、％ 己炔基、1-乙基-3-丁炔基、1-乙基_ι_甲基_2_丙炔基、丨_(異 丙基）-2-丙炔基、1，1_二甲基_2_丁炔基、2,2_二曱基_3_丁炔 基等基。碳數2至6的較佳炔基係有如碳數2至4的直鏈 或分枝餐狀快基。 所謂「CcC6烷氧基」在無特別限制的前提下，表示 反數1至6的直鏈或分枝鍵狀烧氧基，可舉例如：甲氧基、 乙氧基、丙氧基、異丙氧基、丁氧基、戊氧基、己氧基土等 基。碳數1至6的較佳烷氧基係有如碳數i至4、或}至3 的直鏈或分枝鏈狀烷氧基。 所謂「CcC6烷氧基Cl〜C6烷基」表示經碳數i至6 之烷氧基取代的碳數1至6烷基， 基部分係如上述定義；可舉例如： 基、異丙氧基甲基、戊氧基甲基、 基等基。 ’其中’烷基部分及烷氧 :甲氧基f基、乙氧基甲 、甲氧基乙基、丁氧基乙 所謂「C,〜 C1〜统氣| c备甘 士 _ t上·.[X] wherein X 1 represents an oxygen atom or a sulfur atom; X42 represents CH (the carbon atom may be substituted by r42), or N(〇)m; m represents an integer of 0 or 1; : a base, a mono (ci~C6 alkyl)amino group; a di(anthracene)~(:&lt;,, a carboxyl group) amine group, a Cl~C6 alkoxy group; may be optionally selected from the group of substituents α described below a group-substituted Cl~ClA group; a C3~q cycloser; may be substituted with a group selected from the group of the following substituent groups: a C 2 to C 6 alkenyl group; and may be substituted with a group selected from the group of substituents α described below. a phenyl group; a phenyl group which may be substituted with a group selected from the group consisting of the following substituents; a phenyl group which may be substituted with any of the groups selected from the group of substituents below; Oxygen atom, sulfogen 31 320292 200920255 The carbon number of 1 to 5 heteroatoms in the nitrogen atom and 2 to 1 heterocyclic group (the group may be substituted by a group selected from the group of substituents below); a carbon number 2 to 1 fluorene heterocyclic CcC3 alkyl group having from i to 5 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom (the group may be substituted with a group selected from the group of substituents below); R represents a tooth atom, a meridine, a confirming group, and a chlorine. , Ci~C6 alkyl, a% cycloalkyl, C3~C6 cycloalkyl C1~C3 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, CA haloalkyl, CA alkoxy, c3~c6 Cycloalkyloxy, c2~c6 alkenyloxy, C2~C6 alkynyloxy, (: 丨~(:6 haloalkoxy, Cl~c6 alkylthio, CcC6 alkylsulfinyl, Cl~) C6 alkylsulfonyl, Cl~C6 haloalkylthio, C^C6 haloalkylsulfinyl, Ci~C6 haloalkylsulfonyl, amine, early (CrC: 6 alkyl) amine , (Ci~C6 alkyl)amino group, Cl~Q alkoxy CA alkyl group, C-C6 acid group, several groups, Ci~c6 alkoxy group, mono(c-C6 alkyl) an amine group a group or a di(Ci-C6-fluorenyl)aminocarboxy group; when X42 is CH (the group may be substituted by R42), n is an integer from 〇 to 4; when X42 is N(0)m, η is 〇 to an integer of 3; R43 means pure, (^ (wherein, Μ+ represents a metal cation or a dynamometer), an amine group, an i atom, a Cl~c6 alkyl group, and a q~c6 alkyl group. Sulfur-based, c-wide c6 alkyl sulphate, Ci~C6 succinyl, Ci~c6 south thiol, ck(tetra) ylylene, Ci~QA sucrose, C2~c6 alkenyl Base, c2~c6 alkenylsulfinyl, c2~C6 alkenylsulfonyl, C2~c6 stylthio, C2~C6 alkynylene, C2~C6 fast base, CVC6 alkyl a oxy group, a c2~c6 dilute oxy group, a C2~C6 aryl group, and a (9) oxy group which may be substituted with a group selected from the group of substituents r, which may be selected from the group consisting of 320292 32 200920255 a phenylthio group substituted with a group in r, a phenylarylene group which may be substituted with a group selected from the group of substituents r, a phenyl group which may be substituted with a group selected from the group of substituents τ described below a fluorenyl group, a strepyl sulfonyloxy group which may be substituted with a group selected from the group of substituents r described below, a styrylcarbonyloxy group which may be substituted with a group selected from the group of substituents τ, a triazole _丨_ base, base 1'2'3_two° sit-2-yl, microphone. Sit-based, π-salt-based, tetradyl, or tetrazol-2-yl; Α41 represents C(R44R45); A42 represents C(R46R47), or 〇〇; A43 represents C(R48R49); And r46, r47, r48 and r49 are independent of each other and represent a hydrogen atom or a CrC6 alkyl group. Further, the size and R49 may also be bonded to each other by a c2~〇5 alkyl chain to form a ring}. [Substituent group α ] ·· Group consisting of halogen atom, hydroxyl group, nitro group, cyano group C~C6 alkyl group, C3~C6 cycloalkyl group, CVC6 haloalkyl group, C-wide c6 alkoxy group The group is C^C6 cycloalkyloxy, Cl~C6 haloalkoxy, phenoxy. ~. Alkane, rebellion, base, Ci~C6 alkylthio, CpC6 alkylsulfinyl, Ci~C6^, aryl, amine, mono(Cl~c6), II, (Ci~ C6 alkyl), transyl, C!~C6 alkoxy C^C6 alkoxy, Ci~C6 alkylsulfonyl c, a c alkoxy, cyanoCl~Cdoxy, having an oxygen atom, sulfur Any one of the atomic and nitrogen atoms selected from 1 to 5 hetero atoms having 2 to 1 ring heterocycloalkoxy group, Cl~Q fluorenyl group, Ci~C6 alkoxycarbonyl group, and cyclinyl group (R% and P is independent of each other and represents a hydrogen atom or a Cl% 320292 33 200920255 alkyl group, and further, R5〇 and R5! may also form a 5- to 6-membered ring together with the bonded ammonia atoms, in which case, In addition to the nitrogen atom bonded to rSG and RS1, one or more atoms arbitrarily selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom may be present. [Substituent group /9] A group consisting of a halogen atom, a hydroxyl group, a nitro group, a cyano group, a CrC6 alkyl group, a fluorene 3 to c group; a 6-cycloalkyl group; a C3 to C6 cycloalkyl group Ci to C3; Alkyl group, 7-base group, c2~c6 block group, Cl~C6 halogen group, Ci~Q alkoxy group, C3~C6 cycloalkyloxy group, (:2~(:6 alkenyloxy group, oxy group, Ci) ~Q alkyl oxy, C ^ C6 from alkoxy, Cl ~ C6 alkylthio, 〇 1 ~. alkyl sulfinyl ^CrC6 alkyl sulfonyl, Cl ~ C6 - alkyl thio , Ci~C6 dentate alkyl sulfhydryl group, Cl~C6 i alkyl group, amine group, mono(Ci~c6 alkyl) amine group, di(Cl~C6 alkyl) amine group, Ci~C3 Alkoxy Ci~C3 alkyl, Cl~Q alkoxy Ci~C6 alkoxy, C: 3~C: 6 cycloalkyl Ci~C3 alkoxy, cyano q~c3 alkoxy, Cl~ C6 acid group, carboxyl group, Ci~C6 alkoxy group, amine group, broad Cl, amine group, amine group, di(Ci~Ci.alkyl) amine end group, and having oxygen atom and sulfur atom And a carbon number of 2 to 1 fluorene heterocyclic Ci~c3 alkoxy group optionally selected from 1 to 5 hetero atoms in the nitrogen atom. [Substituent group γ] Group consisting of: halogen a nitro group, a cyano group, a Ci~c6 group, a halogen group, a c6 alkoxy group, and a Ci~c6 group. () An anthracene derivative or a pesticide thereof, wherein, in the above formula [X], n CH (the carbonogen; substituted by R42) 320292 34 200920255 (18) side oxygen as described in the above (11) a morphinin derivative or a permissible salt thereof, wherein the oxime 42 series N (〇'. μ 09) in the above formula [X] is as described in any one of the above items (16) to (18). a side oxymorphine derivative or a permissible salt thereof, wherein the above formula [χ] further includes "oxygen atom or sulfur atom; ''X system CH (the carbon atom may be substituted by R42), or nitrogen Atom. R41 is a hydrogen atom, a Q~c12 group substituted by a group selected from the following substituent group α, a C3~C6 ring group, a C2~c6 base group, a c2~c6 block group, and can be selected. a phenyl group substituted with a group in the following substituent group β, a phenyl group C to C3 group which may be substituted with a group selected from the group, and a heterocyclic group selected from the ring group t shown below ( The group may be selected from the group of substituents β described below or from below a heterocyclic ring C1 to C3 selected from heterocyclic group 2 (the earth k is substituted with a group in the following substituent group β); r42 is a halogen atom, an oxy group, a thiol group, or a C1 to C6 alkyl group Glycol; is CH (the carbon atom may be substituted by R42), to the integer 'when X42 silk atom, 4 G to 3 integer; R43 is a trans group. [Substituent group α] From i atom, cyano group , Cl~Cdoxy, Ci~C6i oxyoxy CW methoxy, Ci~Q sulfonyl Ci~ca ς, cyanoCl~c6 alkoxy, phenoxy, Ci~C6 The selected heterocyclic ring C1~(10) sphagnum, C]~Q alkylsulfonyl, cc Γ and RA (R5. And R, a group of 1 to C6 decyloxy group Ο ( (R and ... are independent of each other, indicating Μ 基 320292 35 200920255 Furthermore, R5G and RW are also formed with the nitrogen atoms bonded to the 5 to 6 A ring of members, in which a group of oxygen atoms in addition to RM and the bonded nitrogen atoms is present in the ring. [Substituent group /3] by halogen atom, hydroxyl group, nitro group, cyano group, Ci~c6 alkyl group, K haloalkyl group, Cl~Q alkoxy group, C^C6 haloalkoxy group, C2~C6 olefin oxygen a group, a C6 alkynyloxy group, a heterocyclic ring selected from the following heterocyclic group Z, Ci~c6^oxy, Ci~C6 alkylthio, CrC:6 alkylsulfonyl, Ci~C3 alkoxy A group consisting of a C1 to C3 alkyl group, a C3 to C6 cycloalkyl group, a Ci~C3 alkoxy group, a cyano group, a C1 alkyl group, and a C^C6 group. [Heterocyclic Group Z] From, hydrogen furan, tetrahydrothiophene, tetrahydrothiophene dioxide, tetramethylpyran, tetrahydrothiopyran dioxide, 4,5-dihydroisoxazole, thiophene, isoindole, etc. Azole, thiazole, isothiazole, U,4-oxadiazole, pyridine, pyrimidine, 2,3-dihydro benzofuran I, 3 benzofluorene, and benzo-1,4-dioxene The group that is formed. The side oxypyrrolidin derivative or a pesticide-acceptable salt thereof according to any one of the above-mentioned items (16), wherein the above formula [χ] represents an oxygen atom or sulfur. Atom; X42 is CH (the group may be substituted by R42); R41 is a hydrogen atom, 匕~〇12 alkyl group which may be substituted with a group selected from the following substituent group α, c3~c6 ring yard group, c2~ a c6-thin group, a C2 to C6 block group, a phenyl group which may be substituted with a group selected from the group of the substituents described below, and a phenyl group which may be substituted with a thiocyl group selected from the group of substituents/9 below: a mercapto group, a heterocyclic group selected from the group consisting of the heterocyclic group Z shown below (the group may be substituted by a group selected from the group of substituents below: 320292 36 200920255), or a group selected from the group consisting of the following heterocyclic group zc selected from the group consisting of The base of the substituent group 取 is taken as =Cl~C3 alkyl (the base can be: Cl~C6 alkylthio group, or Cl~ca group sulfhydryl group. ϋ system 0 to 4 integer; 恭, R43 series [Substituent group α] The drinking material is ^ 1 U alkano group, 匕 ~ (: 6 alkoxy c a wide c alkyl fluorenyl group, Ci ~ C6 alkyl sulfonyl cc 俨惫 ^ 6 Oxygen, m wide 1 h 虼 milk base, cyano group Cl~c6^, only - second class, / soil 1 C6 haloalkoxy a group, a C1~C6-formylcarbonyloxy group, a heterocyclic ring selected from the group 2: a heterocyclic ring selected from the group consisting of a heterocyclic group, a C-alkyl group, a C-C6 alkylsulfonyl group, a c &quot; 1 to 6, a carboxyl group „ D 50n5] * Cl~C6 thiol, CrG alkoxycarbonyl, and R50R51N-CK) (R5〇 and r51 〇 50 „ 夂R are independent of each other, indicating 匕~〇6 alkyl; s can also The nitrogen atoms bonded together form a group of 5 to beasts 'in this case, in addition to the nitrogen atom to which mR5I is bonded, to the presence of an oxygen atom. [[Substituent group cold], South atom, meridine, decyl group, aryl group, Ci~C6(tetra), CA: soil &amp;~G alkoxy group, Ci~C6 haloalkoxy group, heterocyclic Cl which is redundant from the heterocyclic group shown below ~Cl0 oxy., Ci~C6 alkylthio group, C 〇6 burning = acid group, Cl~C6 alkoxy group C~Q alkyl group, C3~C6 ring filament Ci~c3 group, cyano CVC3 burning Oxy group, and Ci~c6 fluorenyl group. [Heterocyclic group z] r From tetrahydrofuran, tetrahydrothiophene, tetrahydrothiophene dioxide, tetrahydrothiazolidine dioxide, 4,5-dihydrogen Isoxazole, thiophene, isoxazole, 320292 37 200920255 嗟 、, 异 坐 sit, 1,2,4-P 萼, ^定...Bite bite, 2,3_dihydrobenzopyrene, U-benzodioxime, *benzoxqdongji, a group of squats. (9) As mentioned in (10)~(4) above The side oxy-organism or the permissible pesticide salt thereof, wherein, in the above formula [χ], the X41-based oxygen atom; the X42-based nitrogen atom; m' may be selected from the following substituents; Any group-substituted =~C12 alkyl group, c2~c6 alkenyl group, c2~c:6 alkynyl group, phenyl group which may be substituted with a residue selected from the following substitutions Lf, phenyl Cl~C3 alkyl group a heterocyclic group selected from the group consisting of the following substituents (which may be selected from the group consisting of: ... may be: from:) or a heterocyclic group selected from the following heterocyclic group z: ci~c3 alkyl : a substituent of any of the substituents;) a halogen atom of the formula, or a C alkoxy group of 1-6 ○; an integer of 0 to 3 of the η system; a transradical group of R43; Α41 system CiiR44; A42 system CH2; A43 system CHR49, Alternatively, R44 and R49 may be bonded to each other by an alkyl chain of a hydrogen atom of c2~c^R44 and R49. [Substituent group a j is a group of halogen atoms and n ^ . The structure of the 1oxy group [Substituent group wan j 320292 38 200920255 consists of a group consisting of a ruthenium atom, a Cl~C6 alkyl group, a Cl~C6 dentate group, and a Ci~c methoxy group. [Heterocyclic Group Z] A group consisting of 4,5-dihydroisoxazole, thiophene, isoxazole, pyridine, indole, 3-benzobisoxene, and benzo-1,4-dioxene group. "(22) - A herbicide comprising the pendant oxy-accumin derivative or a salt thereof as contained in the above-mentioned (16) to (9)- (9). (23) A method for using a herbicide, The soil and/or the plant is treated with the effective amount of the herbicide described in the above (22). (9) A herbicide-containing silk for herbicide, comprising the above-mentioned (16) to (the side oxime described in any one of the above items) a well derivative or a salt thereof, and a carrier for the pesticide. (25) A method for inhibiting the growth of weeds, in which the effective amount of the weeds to be removed is contained in the above items (10) to (21). A pesticide composition according to any one of the above-described reduced hydrazine derivatives or a salt thereof. The above formula of the present invention is a oxo-derivative derivative or a salt thereof, which is purely coated with an oxy group. The description of the condensed product of the derivative (4) salt is corrected and rewritten. The specification is based on the Japanese Patent Patent No. 7_2Qi387 and all the matters disclosed in the specification are drawn to the case [invention effect] 2 _ shows the side oxy derivative or its pesticide content. It is produced in dry land, orchard, paddy field, non-agricultural land. Each of 320292 39 200920255 = Grass 2 ί has a high level of safety for useful plants, useful crops, etc., and has a superior effect as a pesticide. [Embodiment] For this, the code and the code described in the brother book Explanation of terms. *Atom means fluorine atom, chlorine atom, bromine atom or iodine atom. Let the description of the continent element code and subscript number such as 2 to C3, in the lower: the number of elements of the second standard will be in the subscript number In the range indicated, for example, in this case, the carbon number is 2 to 3, and the carbon number is 1 to 6, and the sample of Ci~Ci2 is not more than 2, and the carbon number is not 1 to 12. The "C] to C6 alkyl group" is a linear or branched chain alkyl group of 1 to 6 unless otherwise specified, and may, for example, be a methyl group, an ethyl group or a n-propyl group. , isopropyl, n-butyl, t-butyl, isobutyl, tert-butyl, n-pentyl butyl, 2-methylbutyl, 3-methylbutyl, Iethylpropyl, 1 mountain dimethylpropyl, H methyl propyl, neopentyl, n-hexyl, r methylpentyl, 2·methylpentyl, 3-methylpentyl, 4-methylpentyl, L Ethyl butyl, 2-ethylbutyl, dimethyl butyl butyl, u dimethyl butyl, 1 ,3-dimethylbutyl, 2,2_: τyl butyl, 2, Dimethylbutyl, H-methylbutyl, 1,1,2-dimethylpropyl, 1,2,2-trimethylpropyl, ethyl-1-methylpropyl, 1-ethyl a group such as a -2-methylpropyl group. A preferred alkyl group having a carbon number of up to 6 is a linear or branched chain alkyl group having a carbon number of 1 to 4 or ^. "C^C! The "alkyl group" means, without any particular limitation, a linear or branched chain alkyl group having a carbon number of 12, for example, in addition to the above-described examples of 匚1 to 匸6 alkyl groups, for example, n-Heptyl, L-methylhexyl, 5-methylhexyl, 1,1-dimethylpentyl, 2,2-dimethylpentyl, 4,4-dimethyl-3-292292 200920255 Silk, ι·ethyl Pentyl, 2-ethylpentyl, u, 3 trif-butyl, m^methylbutyl, u,3-trimethylbutyl, 2,2,3-trimethylbutyl, 2, 3, '3_ dimethylbutyl, 1-propylbutyl, u, 2,2-tetramethylpropyl, n-octyl, 1-methylheptyl, 3-methylheptyl, benzyl Base, 2-ethylhexyl, 5,5-methylhexyl, 2,4,4-trimethyl , rethylmethylpentyl, decyl 1-methyloctyl, 2-methyloctyl, 3-methyloctyl, 7-methyloctyl, 1-ethylheptyl, 1,1- Dimethylheptyl, 6,6-dimethylheptyl, decyl, 1-methylmethyl, 2-methylindenyl, 6-methylindenyl, rethyloctyl, propylglycol壬I n-decyl, n-undecyl, n-dodecyl and the like. Preferred alkyl groups having a carbon number of from 1 to 12 are as follows: carbon number 1 to 8, 1 to 6, or! a linear or branched chain alkyl group of up to 3. The "C3~Cs cycloalkyl group" of S. sylvestris represents a ring-shaped base having a carbon number of up to 8 without any particular limitation, and examples thereof include a group such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group or a cyclohexyl group. . Preferred cycloalkyl groups having a carbon number of 3 to 8 are cycloalkyl groups having a carbon number of 3 to 6, or 4 to 6. The c3 to c8 cycloalkyl group having a C1 to C6 alkyl group, unless otherwise specified, means a carbon number substituted with a carbon number of 3 to 8 ring alkyl groups to a group of 6 groups, wherein the cycloalkyl group and the alkyl group The moiety is as defined above; for example: cyclopropane f methyl, cyclopropylethyl, 2_cyclopropylethyl, 1-cyclopropylpropyl t 2-3⁄4 propylpropyl, 3 _ cyclopropyl A group such as a propyl group, a cyclobutylmethyl group or a cyclopentylcyclohexylmethyl group. Soil, "Cl~C6 haloalkyl" means a straight or branched bond having a carbon number i to 6 substituted by one or more (preferably i to 1〇, more preferably 1 to 5) tooth atoms. Examples of the alkyl group include a fluoromethyl group, a chloromethyl group, a bromomethyl group, a dilf 320292 41 200920255 group, a dichloromethyl group, a trifluoromethyl group, a trimethyl group, a chlorodimethyl group, and a desert Fluoromethyl, 2-fluoroethyl, 1-chloroethyl, 2-chloroethyl, bromoethyl, 2-bromoethyl, 2,2-difluoroethyl, 1,2-dichloroethyl, 2,2-dichloroethyl, 2,2,2-di IIethyl, 2,2,2-trichloroethyl, 1,1,2,2-tetrafluoroethyl, pentafluoroethyl, 2- Bromo-2-chloroethyl, 2-chloro-1,1,2,2-tetrafluoroethyl, m2,2,2-tetrafluoroethyl, 1-chloropropyl, 2-chloropropyl, 3- Chloropropyl, 2-bromopropyl, 3-bromopropyl, 2-bromomethylethyl, 3-propyl, 2,3-dipropyl, 2,3-dibromopropyl, 3 , 3,3-trimethylpropyl, 3,3,3-trimethylpropyl, 3-bromo-3,3-difluoropropyl, 3,3-dichloro-3-fluoropropyl, 2,2 ,3,3-tetrafluoropropyl, ^bromo-^^tri-propyl, 2,2,3,3,3-pentafluoropropyl, 2,2,2-trifluoro]-trifluorodecyl Base, heptafluoropropyl, 1,2,2,2-tetrafluoro 1_Trifluorodecylethyl, 2,3-dichloro-1,1,2,3,3-pentafluoropropyl, 2-p-butyl, 3-chlorobutyl, 4-chlorobutyl, 2_ Chlorodimethylethyl, 4-bromobutyl, 3-bromo-2-methylpropyl, bromo-indole-ethyl, 2,2-di-l-di-decylethyl, 2'Chlorochlorinated group · 2_decylethyl, 4,4,4-di-butyl, 3,3,3_tris, small methylpropyl, 3,3,3_一敦-2-甲Propyl, 2,3,4-trichlorobutyl, 2,2,2-trichloro-b-dimethylethyl, 4-chloro-4,4-difluorobutyl, 4,4-dichloro 4_ fluorobutyl, 4_bromo-4,4-fluorobutyl 2,4-bromo-4,4-difluorobutyl, 3,4-dichloro-3,4,4-trifluorobutyl, 3 wide dichloro- 4,4,4-trifluorobutyl, 4-di-3,3,4,4-tetrafluorobutyl, 4-/odoro 3,3,4,4-difluorobutyl Base, 2,2,3,3,4,4_hexafluorobutyl, 2,2,3,4,4,4_ /,fluorobutyl 2,2,2-difluoro-i-decyltrifluoro Mercaptoethyl, 3,3,3_trifluoropropyl, 2,2,3,3,4,4,4-heptafluorobutyl, 2,3,3,3_tetraki-2_trifluoroanthracene The propyl group is further from 'eight-gas butyl group, butyl group, chloro-U, 2,2,3,3,4,4-octafluorobutyl, 5-fluoropentyl, 5-chloropentyl , 5,5_two 320292 42 200920255 Fluopentyl, 5,5-dichloropentyl, 5,5,5- Fluoro-pentyl, hexyl, 6,6,6-trifluoroethyl, 5,5,6 5, .6,6 -? Five gas hexyl and the like groups. The two C2 to C6 dilute groups are, unless otherwise specified, a straight or branched chain alkenyl group having 2 to 6 carbon atoms, and examples thereof include a vinyl group, an L propylene group, an isopropenyl group, and 2 Propylene, hydrazine-butenyl, methacryl, 2-butenyl, 1-methyl-2-propenyl, 3-butenyl, methylpropenyl, 2-methyl-2-propyl Dilute, π-butadienyl, i-pentyl, ethethyl, 2-pentenyl, indolylbutenyl, indolyl, methyl-2-butenyl, 4-pentenyl ,^methyl_3_butenyl, Hongmethyl-anthracene-butenyl, 1,2-diindenyl-2-propenyl, u-dimethylpropenyl, 2-methylindole-butadiene Base, 3-methyl-2-butylenyl, 1&gt;2-dimethyl+propenyl, 2-fluorenyl 3 y-alkenyl, 3-methyl-3-butenyl, pentadienyl, anthracene _vinyl 2-1-propyl, 1-hexyl, propyl-2-propenyl, 2-hexenyl, methylpentenyl, 1-ethyl-2-butenyl, 3-hexenyl , hexenyl, 5-hexenyl, 1-methyl-4-pentenyl, ethyl-3-butenyl, bis(isobutyl), ethyl, ethylmethylmethylpropenyl, "ethyl" 2-f-based 2-propenyl, _(A, C Propenyl, 2-methyl-2-pentenyl, 3-methyl-3-enopentyl, gamma: -3-pentyl, butyl, u-dimethyl_3_butyl Μ基冰戊妇, 4_methylpentopentenyl, dimethyl-3_ 15 broad, butyryl, trimethyl: propyl sulfhydryl, number base, ethoxylate, 2,4_ A preferred fluorenyl group of carbon is a linear or branched chain olefin such as a C2 C6 alkynyl group having a carbon number of 2 to 4, and is represented by carbon 320292 43 200920255 number 2 without any particular limitation. The linear or branched chain alkynyl group to 6 may, for example, be an ethyl group, a propynyl group, a 2-propynyl group, a 1-butynyl group, a 1-methyl-2-propynyl group, or a 2-methyl group. Butynyl, 3-butanyl, 1-pentyl, 1-ethyl-2-propynyl, 2-pentenyl, 3-pentynyl, 1-mercapto-2-butynyl , 4-pentynyl, l-yl-3-butynyl, 2-mercapto-3-butynyl, 1-hexynyl, 1-(n-propyl)-2-propynyl, 2-hexyne , 1-ethyl-2-butynyl, 3-hexynyl, iota-yl-2-pentynyl, methyl-3-butynyl, 4-methyl-1-pentynyl , 3_methyl_丨_pentynyl, % hexynyl, 1-ethyl-3-butynyl, 1-ethyl_ι_methyl_2_ a base such as propynyl, 丨-(isopropyl)-2-propynyl, 1,1-dimethyl-2-butynyl, 2,2-diindolyl-3-butynyl. The preferred alkynyl group of 2 to 6 is a linear or branched meal-like fast group having a carbon number of 2 to 4. The so-called "CcC6 alkoxy group" means a linear chain having an inverse number of 1 to 6 without any particular limitation. The branched alkoxy group may, for example, be a group such as a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, a pentyloxy group or a hexyloxy group. Preferred alkoxy groups having 1 to 6 carbon atoms are linear or branched chain alkoxy groups having a carbon number of i to 4 or _ to 3. The "CcC6 alkoxy group C to C6 alkyl group" means a C 1 to 6 alkyl group substituted with an alkoxy group having a carbon number of i to 6, and the base moiety is as defined above; for example, a group, an isopropoxy group A group such as a methyl group, a pentyloxymethyl group or a group. 'In the 'alkyl moiety and alkoxy: methoxyl group, ethoxymethyl, methoxyethyl, butoxy B. The so-called "C, ~ C1 ~ Tongqi | c prepared Gans _ t on.

320292 44 200920255 2-曱氧基乙氧基、2-乙氧基乙氧基等基。 /斤謂「c3〜c8環院基Cl〜C6貌氧基」表示經碳數3至$ 之％烷基取代的碳數丨至6 八 丞）-〇-基，其中環烷基部 刀及炫基。h係如上述定義，·可舉例如：環丙基甲氧基、 、=丙基乙氧基、環戊基甲氧基等基。碳數3至8的較佳環 h基係有如碳數3至6環炫基。 至6 1斤二：基Cl〜°6烷氧基」表示經氰基取代的碳數1 6之，乳基，其中，烷氧基部分係如上述定義；可舉例 • 2-氰基乙氧基、3_氰基丙氧基等基。 _ 乂所，&amp;〜Cs環烷基氧基」在無特別限制的前提下 ^ 之（衣烷基）_〇-，其中，環烷基部分係如上述 二可舉例如:環丙氧基、環丁氧基、環戊氧基、環己 ^月「Q〜C6烯氧基」在無特別限制的前·提下表示碳 6之⑽基）_〇_，其中，烯基部分係如上述定義 舉例如：2-丙烯氧基等基。 數2 「°2〜C6炔氧基」在無特別限制的前提下表示碳 6之（炔基）_〇_，其中，炔基部分係如上述定 舉例如：2_丙炔氧基等基。 σ 所明Cl〜匸6烧基硫基」表示碳數1至6(垸基）_S-美， 2 ’垸基部分係如上述定義；可舉例如：〒基硫基、乙 土硫基、正丙基硫基、異丙基硫基等基。&quot; 斤。月Ci〜C6烧基亞石黃酿基」表示碳數1至6之（产 土）SO-基，其中，烷基部分係如上述定義；可舉例如：甲 320292 45 200920255 基亞磺醯基 續醯基等基 乙基亞磺醯基、正丙基亞磺醯基、異丙基亞 所明Ci〜C6烧基續酸基」表示碳數1至6 一 基&gt;S〇2-基’其中’院基部分係如上述定義；可舉例之如(燒 T石買醯乙伽基、正丙基祕基、異丙基續醯基等基。 所謂rC!〜C6烷基磺醯氧基」表示碳數i至6之^ 基）SO^O-基，其中，院基部分係如上述定義；可舉例如^ 甲基磺醯氧基、乙基磺醯氧基等基。 所謂「CVC6烷基磺醯基Cl〜c6烷氧基」表示經碳數工 至6之烷基磺醯基取代的碳數丨至6之烷氧基，其中，俨 基磺醯基部分及烷氧基部分具有上述定義；可舉例如= 2-(甲石頁基）乙氧基、2-(甲石黃醯基）乙氧基等基。 所明單（Cl〜C6烷基）胺基」表示碳數1至6之（燒 基）-NH-基，其中，.烷基部分係如上述定義；可舉例如：甲 胺基、乙胺基等基。 所謂「二（Cl〜C6烷基）胺基」表示碳數1至6之（燒基）2n_ 基，其中，烷基部分係如上述定義；可舉例如：二甲胺美、 二乙胺基、甲基乙胺基、二丙胺基、二丁胺基等基。 所§胃「單（CpC6烧基）胺基羰基」表示碳數丨至6之（烧 基）-NH-C(=0)·基’其中，烷基部分係如上述定義；可舉例 如：曱胺基羰基、乙胺基羰基等基。 所明「一（Ci〜C6烧基）胺基幾基」表示碳數1至6之（烧 基）2N-C(=0)-基’其中，烷基部分係如上述定義；可舉例 如·一曱胺基幾基、二乙胺基幾基、甲基乙胺基幾基、二 320292 46 200920255 丙胺基羰基、二丁胺基羰基等基。 . 所明Cl〜C6烷氧基羰基」表示碳數丨至6 基）-0C(=0)-基，i中，俨其却八y 、 一 /、肀烷基邛刀係如上述定義；可舉例如： 2基羰基、乙氧基羰基、正丙氧基羰基、異丙氧基羰基 等基。 所謂「CrQ酸基」表示從碳數i至6的直鍵或分枝 鏈狀脂肪族羧酸所衍生的醯基，可舉例如：甲醯基、乙醯 基、丙醯基、異丙醯基、丁醯基、特戊醯基等基。 所謂「ca烧基幾氧基」表示碳數^ 6之（燒 基)-C(’0_基’其中，院基部分係如上述定義；可舉例如·· 乙酿氧基、丙醯氧基、異丙醯氧基、特戊醯氧基等基。 所謂「C2〜c6烯錢氧基」表示錢2至6之（婦 基Η：(=〇Η&gt;·基，其中，稀基部分係如上述定義；可舉例 如.1-丙烯基It氧基、2·丙稀基羰氧基、烯基躲基、 1-甲基-1-丙烯基羰氧基等基。 所明「C2〜C6炔基羰氧基」表示碳數2至6之（炔 基)#〇)_〇_基，其中，炔基部分係如上述定義，·可舉例 如.1-丙炔基羰氧基、2-丙炔基羰氧基等基。 所明「CK鹵烷基硫基」表示碳數！至6之(鹵烷 基):S-基，其中，齒絲部分係如上述定義；可舉例如： 二氟甲基硫基、三氟甲基硫基等基。 所謂「ck g基亞相基」表示碳數之⑽ 燒基）抓基，其中，鹵烧基部分係如上述定義；可舉例如： 氯甲基亞績酿基、二氟甲基亞續醯基、三氟甲基亞石黃酿基 320292 47 200920255 所钥c广C6鹵烷基磺醯基」表示碳數i至6之（鹵賴 基）-S 〇2_基，其中，鹵院基部分係如上述定義·，可舉例如： 氯曱磺醯基、二氟甲磺醯基、三氟曱磺醯基等基。 所4「單（C广C6烷基）胺基羰基」表示.碳數i至6之（姨 基）NH-C(-O)-基，其中，烷基部分係如上述定義；可舉制 如：曱胺基羰基、或乙胺基羰基等基。 所明一（CrC6烷基）胺基羰基」表示（烷基）2N_c(=〇) 基’其中’烧基部分係如上述定義；可舉例如：二甲胺基 幾基:二乙胺基幾基、甲基乙胺基幾基、二丙胺基幾基、 一 丁胺基羧基等基。 =「C2〜c6烯基硫基」表示碳數2至6之（婦基)各 土八中，烯基部分係如上述定義 古 .基等基。 牛例如.烯丙基硫 所明「C：2〜C6烯基亞磺醯基」表 基)-so-基，其中，稀基部分係如上述定羲之(稀 丙基亞續酿基等基。 σ牛例如.稀 所謂「C2〜c6烯基伽基」表示絲 基）-S〇2-基，其中，縣部分係如上 與6之（烯 烯丙基磺醯基等基。 疋義，可舉例如·· 所謂「c2〜c6炔基硫基」表 基，其中之(块基π 硫基等基。 舉例如·· 2-丙炔基 所謂I〜C6块基亞伽基」表示硬數06之（块 320292 48 200920255 基)-s〇-基，其中，块基部分係如上述定義 丙炔基亞磺醯基等基。 +例如.2· 所謂「C2〜C6炔基磺醯基」 基）-S02-基，其中，炔基部 至6之（炔 丙诀基罐醯基等基。 為上述以；可舉例如.·2· 所謂「苯基（^〜匕I * 6成基」表示經苯基机 ό烷基，其中，烷基部分且 取代之石反數1至 1^7盆y 丨刀，、有上述定義；.可舉例如：节基、 1本基乙基、2-本基乙基等。 所謂「具有選自氧原子、 ,π ^ 硬原子及氮原子中之丨ξ 5 個才准原子的碳數2至1 〇雜環其，，&gt; 表干1右、g自 土」在热特別限制的前提下， 衣不具有選自氧原子、硫原子 S , 及乳原子所構成群組中之1 5们（|父佳1〜3個）雜原子的3至8員❻·、# ς s 1 ^ 办 , 貝（季乂佳5至7員）單環 式、夕環式、或稠合環式雜環所構 其 、 ^ 乳 四氯'咬喃、终定、四氫嗟吩、四 彳噻::二氧化物、四氫噻喃、四氫噻喃二氧化物、4,5_二 虱異噚唑'哌啶、哌啡、嗎啉、 ， 大南嗟吩、0比口各、〇比唾、 咪唑、噚唑、異噚唑、噻唑 , $ ι 二唑、1，3,4- 塞一唑、1,3,4-***、1，2,4-Π咢二唾 _ . 1，2,4-π塞二唾、1 2,4- 二唑、1，2,3-曙二唑、1,2,3d塞二唾 3 一 山 彳，z，&gt;二哇、四嗤、吼 啶、嘧啶、吡畊、嗒哄、1 吩H i , π ，，-二啡、丨二仁三哄、苯并噻 :、,t开吱喃、心、苯趣、笨并嗟唾、苯并味嗤、 本开異噚唑、苯并異噻唑、吲 3 -『洛 5丨坐L3-本开二口萼茂、苯并-1，4· 一％烯、2,3-二氫苯并呋喃等基。 所謂「具有選自氧原子、硫原子及氮原子中之丄至5 320292 49 200920255 個：#原子的碳數2至ι〇崎1 亚广广 的前提下，表示，轉〜V 6焼基」，在無特別限制 基部分且有上、代的碳數1至.6録，其中，燒 f“ 疋義;可舉例如:(四氫咬喃-2-基)甲基、 (4,5-二氫異噚唑_5其 土 / τ巷、 基）甲基等。 土）甲基、（異嘻唾-5-基）甲基、（噻吩_2_ 彻所明具有璉自氧原子、硫原子及氮原子中之1至5 個雜原子的碳數2至10雜環c 選自氧原子、硫原子及^基」，表示經具有 =雜爾的碳數1至6規氧基，其中，具有選自Ϊ 原子、硫原子及氮原子中 雜璟邦八 、 至5個雜原子的碳數2至1〇 喊部分係如上述定義；可舉例如：（四氫咬 -_ 土）甲虱基、（四氫呋喃_3_基)甲氧基等。 所謂「具有選自氧原子、硫原子及 中 :雜原子的碳數…·。雜環。简 ·^ 表示經碳數…燒氧基(其係經具有選自氧原子、二 f原子中之1至5個雜原子的碳數…。以 碳數1至6烧基，其中，具有選自氧原子、硫原子及 鼠原子中之i至5個雜原子的碳數2至！ 〇雜環八:負 基部分及烷基部分係如上述定義兴， 刀、元 基)甲虱基曱基、(四虱呋喃_3_基)甲氧基甲基等基。 所謂「C2〜C6齒稀基」在無特別限制 一 經相同或互異的鹵原子】至u個（較 义不 ^ ^ 佳 5個）取代的碳 至6之直鏈或刀枝鏈烯基，可舉例如：2 2-溴-乙烯基、2-碘-乙烯基、3-氣丙烯 〆 土 軋/丙烯基、3_溴胃2_丙烯 320292 50 200920255 ί基甲3基三乙烯小甲基乙婦基、I三氟甲基乙 2广3 3 * :孔丙烯基、3'溴_3,3·'二氟-1-丙烯基、 乳-2-丙稀基、33- -蠢？； 4、、拿…&quot; 烯基、2,3,3_三氯-2·丙烯基' urnMd小丁婦基、i，甲 1 丁婦基、4,4,4_三氣·2_ 丁埽基、 ；^ 3_溴_3·丁烯基、3,4 4 1 2-丁烯基、 其,、自。 —軋夂丁烯基、3,4,4-三溴_3_ 丁燏 基、3-溴-2_甲基_2_丙稀基、3 . 丁烯 3 3 3 -气ο m —鼠-2-甲基-2-丙烯基、 甲基丙烯基、3 说 3,3,3-三氟小甲基小丙烯基、3. 一—乱·2_ 丁細基、 3,心二溴小戊稀基 _ ’，:二氣-1，3-丁二稀基、 ，—齓-3-甲某j 丁、膝曾 3,3,4,4,5,5,5-七氟小戊稀基、5,5_ 土、 ϋ -4 Λ ^ μ： 〇 氟 4 戊細基、4,5,5 -二 既心戊炸基、3,4,4,心四氣丄 ，，— 三氟甲基-3-子基_2_ 丁婦基叫f；甲基_1 - 丁細基、4，Μ_ 4455666 4-- 土 ，，5_ 二氟 _2,4~ 戊二烯基、 ，，，5,6,6,6-七属己烯基、3 4 丄— 小戊埽基、伽…三氣。 _4,5,5-,氟_4_三氟τ基心·戊烯基等基。烯基或5-溴 所謂「C2〜C6齒炔基在盔 經相同或互異的内h 特制的前提下，表示 或分枝鉍执其《” 1至4個取代之碳數2至6的直鏈 成刀枝鏈块基，可舉例如：3_氯_2_丙供 直鏈 3參2_丙块基、3_氯_ 、: _心.丙块基、 Γ 丞5-虱-4-戊炔基等基。 所謂「胺基Cl〜C^基」在 = 示經胺基取代的碳數1至6之产美1限制的别&amp;下，表 有上述Μ ;可舉例如.2胺^^其巾，料部分係具 例如.2♦基乙基、3-胺基丙基等基。 320292 51 200920255 所明單（C1〜C6院基）胺基C][〜C6烧基」在無特別限制 的W提下表示經胺基（該胺基經烷基單取代）取代之碳數工 至6的直鏈或分枝鏈烷基，其中，烷基部分具有上述定義. 可舉例如：2_(曱胺基）乙基、3-(曱胺基）丙基等基。 、所明一（Ci〜烧基）胺基C^-C6烧基」在無特別限制 的前提下表示經胺基（該胺基經烷基單取代）取代之碳數玉 至6的直鏈或分枝鏈烷基，其中，烷基部分具有上述定義. 可舉例如：N，N-二曱胺基曱基、N，N-二曱胺基乙基等基。 所謂「(^〜匕烷基硫基CrC6烷基」在無特別限制的 前提下表示經碳數丨至6之烷基硫基取代的碳數〗至6之 烧基’其中，烷基部分及烷基硫基的烷基部分具有上述定 義；可舉例如：甲基硫基甲基、或乙基硫基甲基等基。 所謂「C^C：6烷基亞磺醯基CrC6烷基」在無特別限 制的W提下表示經碳數丨至6之烷基亞磺醯基取代的碳數 1至6之烧基，其中，烧基部分及烧基亞續龜.基的燒基部. 分具有上述定義；可舉例如：甲基亞磺醯基甲基、或乙基 亞磺醯基甲基等基。 土 所明Ci〜Cg烧基％龜基Ci〜C6 ；):完基」在無特別限制 的丽提下表示經碳數1至6之烷基磺醯基取代的碳數i至 6之院基，其中，烷基部分及烷基續醯基的烷基部分具有 上述定義；可舉例如：曱磺醯基曱基、或乙磺醯基曱基 基。 、 所明Ci〜C6鹵烧基硫基Ci〜C6烧基」在無特別限制 的則提下，表示烷基部分及鹵烷基部分係如上述定義的經 320292 52 200920255 碳數1至6之（函烷基）-S-基取代的碳數1至6之烷基，可 舉例如：二氟曱基硫基甲基'三氟甲基硫基曱基等基。 所s胃「Ci〜C6鹵燒基亞續醯基Ci〜Cg烧基」在無特別 限制的前提下，表示烷基部分及鹵烷基部分係如上述定義 的經碳數1至6之（鹵烷基）-SO-基取代的碳數1至6之燒 基’可舉例如：二氟甲基亞.磺醯基甲基、三氟甲基亞續酸 基曱基等基。 所明「Ci〜Cg _烧基續酿基C1〜C6烧基」在.無特別限 制的前提下表示經碳數1至6之（鹵烷基）-S〇2_基取代的碳 數1至6之烷基，其中，烷基部分及鹵烷基部分係如上述 定義；可舉例如··二氟甲磺醯基甲基、三氟甲磺醯基甲基 等基。 土 所謂「苯基Cl〜C6烷氧基CrC6烷基」在無特別限制 的前提下表示經碳數1至6的烷氧基（該烷氧基經苯基取代） 取代的碳數1至6之烷基，其中，烷基部分及烷氧基部分 係如上述定義；可舉例如：苄氧基曱基或苄氧基乙基等基。 所謂「Cl〜C6烷氧基CrC6烷氧基CcC6烷基」在無 特別限制的前提下表示經碳數丨至.6之烷氧基（該烷氧基復 經碳數1至6的烷氧基取代）取代的碳數1至6之烷基，其 中，烷基部分及烷氧基部分具有上述定義；可舉例如：2_(2_ 曱氧基乙氧基）乙基、或2-(2-乙氧基乙氧基）乙基等基。 所明「C3〜C8環烷基氧基烷基.」在無特別限制 的前提下，表示經碳數3至8之（環烷基）_〇_基取代的碳數 1至6之烷基，其中，烷基部分及環烷基部分係如上述定 320292 53 200920255 義：可舉例如：環丙氧基甲基、環丁氧基甲基 甲基、或環己氧基甲基等基。 衣戊軋基 所吻苯減CrQ烧基」在無㈣ 示經(苯基)-〇-取代之碳數m的院基’其中，=二t ΓίΐΓΓ可舉例如：苯氧基f基、^ 3-本巩基丙基等基。 ^320292 44 200920255 2-methoxyethoxy, 2-ethoxyethoxy and the like. / 斤 "c3 ~ c8 ring yard base Cl ~ C6 morphine oxy" means carbon number 丨 to 6 丞 丞 经 经 经 经 经 经 经 经 经 环 环 环 环 环 环 环 环 环 环 环 环 环 环 环base. h is as defined above, and examples thereof include a group such as a cyclopropylmethoxy group, a propyl ethoxy group, or a cyclopentylmethoxy group. The preferred ring h group having a carbon number of 3 to 8 is, for example, a carbon number of 3 to 6 ring cyclyl. To 6 1 kg 2: group C1 ~ 6 alkoxy" represents a carbon number substituted by a cyano group of 16, a lactyl group, wherein the alkoxy moiety is as defined above; for example: 2-cyanoethoxy Base, 3-cyanopropoxy group and the like. _ 乂 ,, &~Cs cycloalkyloxy", unless otherwise specified, (alkylene)-〇-, wherein the cycloalkyl moiety is as described above, for example, cyclopropoxy And a cyclobutoxy group, a cyclopentyloxy group, a cyclohexyl group "Q~C6 alkenyloxy group", unless otherwise specified, means a carbon (6) group), wherein the alkenyl moiety is as follows. The above definition is, for example, a group such as a 2-propenyloxy group. The number 2 "°2 to C6 alkynyloxy group" means, without any particular limitation, alkynyl group, wherein the alkynyl moiety is as defined above, for example, a base such as 2-propynyloxy. . σ Cl Cl Cl Cl Cl 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示 表示A group such as n-propylthio or isopropylthio. &quot; jin. "Ci-C6 alkyl sulphate" means a SO-based group having a carbon number of 1 to 6, wherein the alkyl moiety is as defined above; for example, a 320292 45 200920255 sulfinyl group Continuation of thiol and the like ethyl sulfinyl group, n-propyl sulfinyl group, isopropyl sulfoxide Ci~C6 alkyl group continued acid group" means carbon number 1 to 6 yl group &gt; S 〇 2- group 'The 'institutional part' is as defined above; for example, it can be exemplified by (burning T-stone 醯 醯 伽 、, n-propyl thiol, isopropyl hydrazino, etc.) so-called rC!~C6 alkyl sulfonate The "base" represents a group of carbon atoms i to 6), and the group of the group is as defined above; and examples thereof include a group such as a methylsulfonyloxy group or an ethylsulfonyloxy group. The "CVC6 alkylsulfonyl group C1 to c6 alkoxy group" means an alkoxy group having a carbon number of 丨 to 6 substituted by an alkylsulfonyl group having a carbon number of 6, wherein the fluorenylsulfonyl moiety and the alkane The oxy moiety has the above definition; and examples thereof include a group such as a 2-(methyl sulphate) ethoxy group and a 2-(methyl sulphate) ethoxy group. The exemplified mono(Cl~C6 alkyl)amino group means a (alkyl)-NH- group having 1 to 6 carbon atoms, wherein the alkyl moiety is as defined above; for example, methylamine or ethylamine Base and other bases. The "di(Cl~C6 alkyl)amino group" means a (carbo) 2n- group having 1 to 6 carbon atoms, wherein the alkyl moiety is as defined above; for example, dimethylamine, diethylamine And a methylethylamino group, a dipropylamino group, a dibutylamino group or the like. The "single (CpC6 alkyl)aminocarbonyl group" of the stomach means a carbon number of 丨 to 6 (alkyl)-NH-C(=0)·yl' wherein the alkyl moiety is as defined above; for example: A group such as a fluorenylcarbonyl group or an ethylaminocarbonyl group. The "mono(Ci~C6 alkyl)amino group" means a carbon number of 1 to 6 (alkyl) 2N-C(=0)-yl' wherein the alkyl moiety is as defined above; - an amino group, a diethylamino group, a methylethylamino group, a second 320292 46 200920255 a propylaminocarbonyl group, a dibutylaminocarbonyl group and the like. The C1 to C6 alkoxycarbonyl group means a carbon number 丨 to 6 yl)-0C(=0)- group, and in the i, the octyl group is y, and the / alkyl oxime is as defined above; For example, a group such as a 2-ylcarbonyl group, an ethoxycarbonyl group, a n-propoxycarbonyl group or an isopropoxycarbonyl group can be mentioned. The "CrQ acid group" means a fluorenyl group derived from a straight bond or a branched chain aliphatic carboxylic acid having a carbon number i to 6, and examples thereof include a methyl group, an ethyl group, a propyl group, and an isopropyl group. Base, butyl group, pentylene group and the like. The term "ca-alkyloxy" means a carbon number of 6 (alkyl)-C ('0-base' wherein the pendant moiety is as defined above; for example, ethoxylated, propyleneoxy a group such as a isopropyloxy group or a p-pentyloxy group. The so-called "C2~c6 alkenyloxy group" means a money 2 to 6 (women's base: (=〇Η&gt;. The definition is as defined above, and examples thereof include a 1-propenyl-Itoxy group, a 2-propanylcarbonyloxy group, an alkenyl group, and a 1-methyl-1-propenylcarbonyloxy group. "C6 alkynylcarbonyloxy" means a C 2 to 6 (alkynyl) #〇)_〇-yl group, wherein the alkynyl moiety is as defined above, and may, for example, be a 1-propynylcarbonyloxy group. And a 2-propynylcarbonyloxy group. The "CK haloalkylthio group" means a carbon number! to 6 (haloalkyl): S- group, wherein the wire portion is as defined above; For example: a difluoromethylthio group, a trifluoromethylthio group, etc. The so-called "ck g-based subunit" means a carbon number (10) alkyl group, wherein the halogen group is as defined above; For example: chloromethyl sulfonyl, difluoromethyl sulfhydryl, trifluoromethyl Chia sylvestris base 320292 47 200920255 key c-C6 haloalkylsulfonyl group" represents a carbon number i to 6 (haloisyl)-S 〇2_ group, wherein the halogen-based moiety is as defined above For example, a group such as a chlorin sulfonyl group, a difluoromethanesulfonyl group or a trifluorosulfonyl sulfhydryl group; 4 "mono(C-C6 alkyl)aminocarbonyl group" means a carbon number i to 6 The (fluorenyl)NH-C(-O)- group, wherein the alkyl moiety is as defined above; and may be, for example, a fluorenylcarbonyl group or an ethylaminocarbonyl group. "Aminocarbonyl" means (alkyl)2N_c(=〇) group 'wherein the 'alkyl group' is as defined above; for example, dimethylamino group: diethylamino group, methylethylamino group a group such as a benzyl group, a dipropylamino group, a butylamino group, etc. = "C2~c6 alkenylthio" means a carbon number of 2 to 6 (women), and the alkenyl moiety is as defined above. a base such as allylsulfate, "C: 2 to C6 alkenylsulfinyl", -so-, wherein the dilute moiety is as defined above (dilute propyl) Sub-continuation base, etc. σ cattle, for example, thin so-called "C2 -C6 alkenyl gamma" represents a silk group)-S〇2- group, wherein the county portion is as defined above with 6 (alkenylsulfonyl group and the like. 疋 meaning, for example, "c2~" a c6 alkynylthio" group, wherein (blocky π thiol and the like. For example, 2-propynyl group, so-called I~C6 block gamma group) means a hard number of 06 (block 320292 48 200920255 And -s〇-yl, wherein the block moiety is a group such as a propynyl sulfinyl group as defined above. + For example, the so-called "C2~C6 alkynylsulfonyl" group)-S02- group, wherein , alkynyl group to 6 (acetylene propyl sulfonyl group and the like. For the above; for example, ". 2", "phenyl (^~匕I * 6 alkyl group) means a phenyl group, wherein the alkyl moiety is substituted with the inverse number of the stone 1 to 1^7 The pot y 丨 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,丨ξ 5 quasi-atomic carbon numbers 2 to 1 〇 heterocyclic ring,, &gt; surface dry 1 right, g self-soil, under the premise of special heat limitation, the clothes do not have an oxygen atom, a sulfur atom S, And 1 to 5 of the group consisting of milk atoms (|Family 1 to 3) 3 to 8 members of the hetero atom 、·, # ς s 1 ^ Office, Bei (Ji Yujia 5 to 7 members) single ring a compound, a halo ring, or a fused ring heterocyclic ring, which is a compound of a tetrahydrocylylene group, a final, a tetrahydroporphin, a tetrahydrothiophene: a dioxide, a tetrahydrothiopyran, a tetrahydrothiophene Di-oxide, 4,5-diisoisoxazole 'piperidine, piperidine, morpholine, big porphin, 0-portion, hydrazine, imidazole, oxazole, isoxazole, thiazole, $ ι oxadiazole, 1,3,4-sedazole, 1,3,4-triazole, 1,2,4-anthracene s. 2,4-π stoppered di-salt, 1,2,4-oxadiazole, 1,2,3-oxadiazole, 1,2,3d, two-salt, one mountain, z, &gt; two wow, four, Acridine, pyrimidine, pyridin, hydrazine, 1 phenotype H i , π ,, -dimorphine, quinone diterpenoid, benzothiazepine:, t open 吱 、, heart, benzene fun, stupid and sputum, Benzo miso, Benzoisoxazole, Benzoisothiazole, 吲3 - "洛5丨 sitting L3-本开二口萼茂, benzo-1,4·1% olefin, 2,3-dihydrogen a group such as benzofuran. The so-called "having an oxygen atom, a sulfur atom, and a nitrogen atom" to 5 320292 49 200920255: #原子的碳数2 to ι〇崎1 亚广广, ~V 6 fluorenyl group, in the unrestricted base portion and having the upper and lower carbon numbers 1 to .6, wherein, the burning "" is derogatory; for example: (tetrahydroethylene-2-yl) Base, (4,5-dihydroisoxazole_5 soil / τ lane, base) methyl, etc. earth) methyl, (isoindole-5-yl)methyl, (thiophene_2_ 彻明明a carbon number of 2 to 10 heterocyclic rings having 1 to 5 hetero atoms from an oxygen atom, a sulfur atom and a nitrogen atom is selected from an oxygen atom, a sulfur atom and a group, and represents a a carbon number of 1 to 6 hydroxy, wherein the carbon number of 2 to 1 having a hetero atom selected from the group consisting of a ruthenium atom, a sulfur atom and a nitrogen atom is as defined above; For example, (tetrahydrobine-- soil) formazan, (tetrahydrofuran_3_yl)methoxy, etc. "having a carbon number selected from an oxygen atom, a sulfur atom and a medium: a hetero atom..." Jane ^ represents a carbon number... an alkoxy group (which is a carbon number having 1 to 5 hetero atoms selected from an oxygen atom and a dif atom). The carbon number is from 1 to 6 carbon atoms, and has a carbon number of 2 to 5 hetero atoms selected from an oxygen atom, a sulfur atom, and a mouse atom to 2! 〇Heterocyclic VIII: The hydroxy group and the alkyl moiety are as defined above, a sulfonyl group, a sulfhydryl group, a (tetrahydrofuran-3-yl)methoxymethyl group or the like. The so-called "C2~C6 dentate base" is not limited to a straight or stalk alkenyl group substituted by the same or different halogen atoms to u (more than 5). For example: 2 2-bromo-vinyl, 2-iodo-vinyl, 3-aluminum propylene bauxite rolling / propylene base, 3 bromine stomach 2 propylene 320292 50 200920255 ί 甲甲三基三乙小小Ethyl group, I trifluoromethyl B 2 broad 3 3 *: pore propylene, 3' bromo 3,3 · 'difluoro-1-propenyl, milk-2-propenyl, 33-- stupid? 4,, take ... &quot; alkenyl, 2,3,3_trichloro-2·propenyl' urnMd Dingfu, i, A 1 Ding, 4,4,4_三气·2_ 丁埽基, ^ 3_bromo-3-butenyl, 3,4 4 1 2-butenyl, its, from. - rolling of butenyl, 3,4,4-tribromo-3-indanyl, 3-bromo-2-methyl-2-propenyl, 3 . butene 3 3 3 - gas ο m - rat-2- Methyl-2-propenyl, methacrylyl, 3,3,3,3-trifluoromethylmethacryloxy, 3. mono-ransing 2-butyl, 3, dibromopenta _ ',: Diqi-1,3-butadienyl, , -齓-3-甲一j, Knee Zeng 3,3,4,4,5,5,5-heptafluoropentaerythride, 5,5_ soil, ϋ -4 Λ ^ μ: fluorinated 4 pentylene, 4,5,5 - 2 pentane, 3,4,4, tetracycline, -trifluoromethyl- 3-子基_2_丁丁基叫 f; methyl_1 - butyl groups, 4, Μ_ 4455666 4-- soil, 5_ difluoro 2,4~ pentadienyl, ,,, 5,6 , 6,6-seven hexene, 3 4 丄 - small pentamidine, gamma ... three gas. a group such as _4,5,5-, fluoro_4_trifluoroτ-based heart and pentenyl group. Alkenyl or 5-bromine The so-called "C2~C6-tooth alkynyl group" means that the helmet is subjected to the same or different internal h-specific conditions, and the branches are represented by "1" to 4 carbon atoms of 2 to 6 Straight chain into a stalk chain base, for example: 3_chloro_2_propyl for linear 3 ginseng 2_ propyl block, 3_ chloro _,: _ heart. propyl block, Γ 丞 5-虱- 4-pentynyl group and the like. The "amino group C1 to C^ group" has the above-mentioned oxime in the case of ============================================================================== The material portion is provided with a group such as .2♦ ethylethyl, 3-aminopropyl or the like. 320292 51 200920255 The single (C1~C6-based) amine group C][~C6 alkyl group) represents a carbon number substituted by an amine group (the amine group is substituted by an alkyl group) without any particular limitation. A linear or branched alkyl group of 6 or more, wherein the alkyl moiety has the above definition. For example, a group such as 2-(indenyl)ethyl or 3-(decylamino)propyl may be mentioned. The above-mentioned (Ci~alkyl)amino-based C^-C6 alkyl group means a straight chain of carbon number j to 6 substituted with an amine group (the amine group is monosubstituted by an alkyl group) without any particular limitation. Or a branched alkyl group, wherein the alkyl moiety has the above definition. For example, a group such as N,N-diaminoguanylfluorenyl or N,N-didecylaminoethyl can be mentioned. The "(^~-alkylthio-CrC6 alkyl group)", unless otherwise specified, represents a carbon number of the alkyl group having a carbon number of 丨 to 6 and a alkyl group of 6 to the alkyl group. The alkyl moiety of the alkylthio group has the above definition; and examples thereof include a methylthiomethyl group or an ethylthiomethyl group. The so-called "C^C: 6 alkyl sulfinyl group CrC6 alkyl group" In the unrestricted W, it is represented by a carbon number of 1 to 6 substituted by an alkyl sulfinyl group having a carbon number of ,, wherein the alkyl group and the alkyl group of the alkyl group. The sub-definition has the above definition; for example, a methylsulfinylmethyl group or an ethylsulfinylmethyl group. The soil is Ci~Cg calcination % Turtle-based Ci~C6 ;): complete The substituent having the carbon number i to 6 substituted with an alkylsulfonyl group having 1 to 6 carbon atoms, wherein the alkyl moiety and the alkyl moiety of the alkyl fluorenyl group have the above definition, are not particularly limited. It may, for example, be a sulfonyl fluorenyl group or an ethyl sulfonyl fluorenyl group. The Ci~C6 haloalkylthio-Ci-C6 alkyl group is not particularly limited, and the alkyl moiety and the haloalkyl moiety are as defined above. 320292 52 200920255 Carbon number 1 to 6 The alkyl group having 1 to 6 carbon atoms which is substituted with an -S- group may, for example, be a group such as a difluoromethylthiomethyl 'trifluoromethylthiodecyl group. The s stomach "Ci~C6 halocarbazide hydrazino Ci~Cg alkyl group" unless otherwise specified, means that the alkyl moiety and the haloalkyl moiety are as defined above by carbon number 1 to 6 ( The haloalkyl)-SO-group-substituted alkyl group having 1 to 6 carbon atoms may, for example, be a group such as a difluoromethylsulfinylmethyl group or a trifluoromethylsulfonic acid fluorenyl group. The "Ci~Cg _ sinter base C1 to C6 alkyl group" is a carbon number substituted by a (haloalkyl)-S〇2_ group having 1 to 6 carbon atoms without particular limitation. The alkyl group to 6 is an alkyl moiety and a haloalkyl moiety as defined above, and examples thereof include a group such as difluoromethanesulfonylmethyl and trifluoromethanesulfonylmethyl. The term "phenyl-Cl~C6 alkoxy-CrC6 alkyl" as used herein means, without any particular limitation, a carbon number of 1 to 6 substituted with an alkoxy group having 1 to 6 carbon atoms (the alkoxy group is substituted by a phenyl group). The alkyl group, wherein the alkyl moiety and the alkoxy moiety are as defined above; and examples thereof include a group such as a benzyloxyindenyl group or a benzyloxyethyl group. The "Cl~C6 alkoxy CrC6 alkoxy CcC6 alkyl group" means, without any particular limitation, an alkoxy group having a carbon number of 丨 to .6 (the alkoxy group having a carbon number of from 1 to 6) a substituted alkyl group having 1 to 6 carbon atoms, wherein the alkyl moiety and the alkoxy moiety have the above definition; for example, 2-(2-methoxyethoxy)ethyl, or 2-(2) -Ethoxyethoxy)ethyl and the like. The "C3 to C8 cycloalkyloxyalkyl group" is not particularly limited, and represents an alkyl group having 1 to 6 carbon atoms substituted by a (cycloalkyl)-fluorenyl group having 3 to 8 carbon atoms. Wherein the alkyl moiety and the cycloalkyl moiety are as defined above. 320292 53 200920255: For example, a group such as a cyclopropoxymethyl group, a cyclobutoxymethylmethyl group, or a cyclohexyloxymethyl group. In the case of a benzene-reduced CrQ-based group, there is no (four) exemplified by the (phenyl)-〇-substituted carbon number m. Among them, =2 t Γ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ ΐΓΓ 3-Benzylpropyl group. ^

表亍：：rCl〜C6燒基」在無特別限制的前提下 —、、·（本基）-S-基取代的碳數丨至6之烷基，A 如'述定義；可舉例如··苯基硫基甲基:2·苯二 土乙基、3 -本基硫基丙基等基。 —所明「CVQ鹵烧氧基」在無特別限制的前提下，表 示鹵烧基部分為具有上述定義的經相同或相異南原子工至义 13個（較佳！至5個）取代的碳數m之直鍵枝 基喜基，可舉例如侧基、二氣甲氧基、—氯 氧基、二氟甲氧基、或2,2,2_三氟乙氧基等基。 兑日所謂「Ci〜C6鹵烧氧基C广Q烷基」在無特別限制的 則提下表示經碳數1至6鹵烷氧基取代的碳數丨至6之烷 基’其中，鹵烷氧基部分及烷基部分具有上述定義；可舉 例如、氣曱氧基曱基、二氟甲氧基曱基、氯二氟曱氧基； 基、三氟甲氧基曱基、或2,2,2-三氟乙氧基曱基等基。 所明Ci〜匚6鹵烧氧基（：丨〜(：6燒氧基」在無特別限制 的别提下，表示經碳數1至6之鹵烷氧基取代的碳數】至 6之烷氧基，其中，鹵烷氧基部分及烷氧基部分具有上述 定義；可舉例如：氯曱氧基曱氧基、二氟甲氧基曱氧基、 320292 54 200920255 氯二ll甲氧基甲氧基、三氟曱氧基曱氧基、或2,2,2_三氟 乙氧基曱氧基等基。 所謂「CpC6烷基硫基（^〜匚6烷氡基C广C6烷基」.在 無特別限制的前提下表示經碳數1至6之烷氧基（該烷氧基 係經碳數1至6的烷基硫基取代）取代的碳數1至6之烷 基’其中’垸基硫基部分、烷氧基部分及烷基部分具有上 述定義；可舉例如：2-曱基硫基乙氧基曱基、2-乙基硫基 乙氧基甲基等基。 所謂「CpC6烷基亞磺醯基Cl〜c6烷氧基Cl〜c6烷基」 在無知·別限制的前提下表示經碳數1至6之烷氧基（該烷氧 基I奴數1至6的烷基亞磺醯基取代）取代的碳數1至6之 烷基’其中，烷基亞磺醯基部分、烷氧基部分及烷基部分 八有上述定義；可舉例如：2_曱基亞磺醯基乙氧基甲基、 2-乙基亞磺醯基乙氧基甲基等基.。 所明「CrC6烷基磺醯基Cl〜c6烷氧基（^〜(^烷基」 在無^別限制的前提下表示經碳數丨至6之烷氧基（該烷氧 基1¾¾ 1至6之烧基續酿基取代你代的碳數^飞之烧 基、其中，烷基磺醯基部分、烷氧基部分及烷基部分具有 上述定義；可舉例如：2_曱磺醯基乙氧基曱基、2_乙磺醯 基乙氧基甲基等基。 J ^氰基C1〜C6烷氧基烷基」在無特別限制 雨^ 9二表不經石反數1至6的烷氧基（該烷氧基經氰基取代） 二的&amp;數1至6之烧基’其中，烧氧基部分及烧基部分 -有上述定義；可舉例如：2_氰基乙氧基甲基、3_氛基丙 320292 55 200920255 氧基甲基等基。 —二斤謂「氰基cvq烷基」在無特別限制的前提下 不經氰基取代的碳數丨纟6之烧基，其中，燒基部分具^ 上述定義；可舉例如：氰曱基、2_氰基乙基等基。/、 一所謂「ced㈣氧基Ci〜C6院基」在無特別限制 的Η提下表示經碳數）至6的（烧基）评〇)〇 _基取代 數1至6之烧基，㊣中，烧基部分具有上述定義；可舉^ 如.乙酸氧基甲基、丙醒氧基甲基、異丙酿氧基甲美、 戊醯氧基甲基等基。 土 付 所謂「CVQ酿基Cl〜c6③基」在無特別限制的前提 下表示經碳數1至6之醯基取代的碳數丨至6之烷美其 :，醯基部分及烧基部分具有上.述定義；可舉例：:：側 氧基丙基、3-側氧基丙基、2-側氧基丁基等基。 〜所謂「二（Cl〜C6院氧基）Cl〜C6規基」在無特別限制的 月IJ提下表示經碳數丨至6之烷氧基二取代的碳數丨至6之 烷基，其中，烷氧基部分及烷基部分具有上述定義，·可夹 例，.（2,2-二甲氧基）乙基、（3,3_二甲氧基）丙基、 乙氧基）乙基、（3,3-二乙氧基）丙基等基。 二謂「c」〜u氧基幾基c广C6燒基」在無特別限制 的則提下表示經碳數i i 6之絲基㈣取代的♦數】至 6之燒基’其中，烧氧基部分及烧基部分具有上述定義； 可舉例如：2-甲氧基_2_側氧基乙基、2_乙氧基側氧基乙 基、2-第三丁氧基_2_側氧基乙基等基。 所謂Table 亍::rCl~C6 alkyl group", without any particular limitation, -, · (local) -S- group substituted carbon number 丨 to 6 alkyl group, A is as defined; for example • Phenylthiomethyl: a group such as 2·benzoic acid ethyl or 3-nylthiopropyl. - The "CVQ halogenated alkoxy group" is not particularly limited, and the halogenated group is substituted by the same or different southern atomicity of 13 (preferably! to 5) having the above definition. The direct bond of the carbon number m may, for example, be a pendant group, a dimethoxymethoxy group, a -chlorooxy group, a difluoromethoxy group, or a 2,2,2-trifluoroethoxy group. The "Ci~C6-halogenated oxy-C-poly-Q-alkyl group" which is hereinafter referred to as "Ci-C6-halogenated oxy-C-poly-Q-alkyl group", which is substituted with a carbon number of 1 to 6 haloalkoxy group, has a carbon number of 丨 to 6 alkyl group. The alkoxy moiety and the alkyl moiety have the above definition; for example, a gas oxime oxime group, a difluoromethoxy fluorenyl group, a chlorodifluoromethoxy group; a group, a trifluoromethoxy fluorenyl group, or 2 , 2,2-trifluoroethoxyindenyl and the like. The above-mentioned Ci~匚6 halo alkoxy group (: 丨~(:6 alkoxy group), unless otherwise specified, means a carbon number substituted by a haloalkoxy group having 1 to 6 carbon atoms] to 6 alkane An oxy group, wherein the haloalkoxy moiety and the alkoxy moiety have the above definition; for example, chloromethoxy methoxyoxy group, difluoromethoxy methoxy group, 320292 54 200920255 chlorodiyl methoxy group a group such as an oxy group, a trifluoromethoxy methoxy group, or a 2,2,2-trifluoroethoxy oxime group. The so-called "CpC6 alkylthio group (^~匚6 alkyl fluorenyl C widely C6 alkyl group) The alkyl group having 1 to 6 carbon atoms substituted by an alkoxy group having 1 to 6 carbon atoms (the alkoxy group is substituted by an alkylthio group having 1 to 6 carbon atoms) is not particularly limited. Wherein the 'mercaptothio moiety, the alkoxy moiety and the alkyl moiety have the above definitions; and examples thereof include a group of 2-mercaptothioethoxymethyl group and 2-ethylthioethoxymethyl group. The "CpC6 alkylsulfinyl group C1 to C6 alkoxy group C1 to c6 alkyl group" means an alkoxy group having 1 to 6 carbon atoms without ignorance and limitation (the alkoxy group 1 is 1 to 6 alkyl sulfinyl substituted) substituted carbon The alkyl group of 1 to 6 wherein the alkylsulfinyl moiety, the alkoxy moiety and the alkyl moiety are as defined above; for example, 2-mercaptosulfinylethoxymethyl, 2- Ethyl sulfinyl ethoxymethyl group and the like. It is indicated that "CrC6 alkylsulfonyl Cl~c6 alkoxy group (^~(^alkyl) represents the carbon number without limitation Alkoxy group of 6 to alkoxy group (the alkoxy group 13⁄43⁄4 1 to 6 is substituted by the carbon number of the alkyl group), wherein the alkylsulfonyl moiety, the alkoxy moiety and the alkyl group The moiety has the above definition; for example, a group such as 2 sulfonyl ethoxy fluorenyl, 2 ethanesulfonyl ethoxymethyl, etc. J ^ cyano C 1 - C 6 alkoxyalkyl" In particular, it is limited to alkoxy groups having a reverse number of 1 to 6 (the alkoxy group is substituted by a cyano group) and a group of 1 to 6 in which the alkoxy group and the alkyl group are burned. Partially - having the above definition; for example: 2 - cyanoethoxymethyl, 3 - aryl propyl 320292 55 200920255 oxymethyl group, etc. - 千 斤 "cyano cvq alkyl" is not particularly limited Carbon number without cyano substitution in the premise In the case of the alkyl group, the alkyl group has the above definition; for example, a group such as a cyanogen group or a 2-cyanoethyl group. /, a so-called "ced (tetra)oxy Ci~C6 compound" is not particularly limited. The Η Η 表示 表示 表示 表示 表示 表示 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基A group such as a base, a butyloxymethyl group, an isopropyloxymethyl group, a pentyloxymethyl group, etc. The so-called "CVQ-branched Cl~c63 group" means a carbon number 1 without any particular limitation. The alkyl group substituted to 6 has a carbon number of 丨 to 6: wherein the thiol moiety and the alkyl moiety have the above definition; for example:: a pendant oxypropyl group, a 3-sided oxypropyl group, A 2-sided oxybutyl group. ~ The so-called "di(Cl~C6-oxyl)Cl~C6-regular group" is represented by a month IJ which is not particularly limited, and represents an alkyl group having a carbon number of 丨 to 6 and a carbon number of 6 to 6 alkyl groups. Wherein, the alkoxy moiety and the alkyl moiety have the above definitions, and may be exemplified by (2,2-dimethoxy)ethyl, (3,3-dimethoxy)propyl, ethoxy) Ethyl, (3,3-diethoxy)propyl and the like. The second term "c"-u oxy group c-C6 alkyl group" is not particularly limited, and is exemplified by a singular number of carbon atoms ii 6 (4) to 6 s. The base moiety and the alkyl group have the above definitions; for example, 2-methoxy-2-nonyloxyethyl, 2-ethoxyloxyethyl, 2-thirdbutoxy-2_side Alkyl groups such as oxyethyl. So-called

Ci〜C6烷氧基亞胺基Ci~C6 alkoxyimino group

Ci〜C6焼基」在無特別限 320292 56 200920255 制的前提下表示經碳數1至6的（烷氧基）_N=取代的碳數1 至6之烷基，其中，烷氧基部分及烷基部分係如上述定義； 可舉例如U氧基亞胺基乙基、3_甲氧基亞胺基丙基等 基。 所謂 C6〜CI()芳基」表示苯基或萘基等基。 所謂「C6〜c10芳基Cl〜c6烷基」在無特別限制的前提 下表示經碳數6至10之芳基取代的碳數2至6之烷基，其 中，方基部分及烷基部分係如上述定義；可舉例如：苄基、 苯乙基、3-苯基丙基、萘a•基甲基、萘|基甲基等基^ 一所謂「C3〜C8齒環烷基」在無特別限制的前提下表示 經齒原子1至5個（較佳！〜3個）取代的碳數3至8之環烷 基，其―中’環院基部分及_原子係如上述定義，可舉例如： 2,2-二氟環丙基、2,2-二氣環丙基等基。 所謂「硝基CVQ·絲」在無特別限制的前提下表」 經石肖基取代的碳數〗至6之絲，其中，燒基部分係如: 述定義’可舉例如：硝基甲基、2-硝基乙基等基。 所明「搜基（:广。烷基」在無特別限制的前提下 數1至6之烧基，其中，燒基部分係二 过義，可舉例如：2_羥乙基、3-羥基丙基等基。 -碳〜C6酿基胺基」在無特別限制的前提下表示 =…之酸基取代的胺基，其中，醯基部分係如上 疋義，可舉例如··甲醯胺基、乙醯胺基、丙醯胺基等。 所明「（RVN-OCOCrQ燒基」在無特別限制的^ 下表不經（RVN_c=〇)取代的石炭數i至6之貌基，其:， 320292 57 200920255 烷基4刀係如上述定義；可舉例如：Ν,Ν-二曱胺基羰基甲 基、N，N-二甲胺基羰基乙基、N_甲基_N_乙胺基羰基曱基等 基。 所渭「C2〜C5伸烷基鏈」在無特別限制的前提下表示 例如：伸乙基、三亞甲基、伸丙基、四亞甲基、五 等基。 所謂「具有選自氧原子、硫原子及氮原子中之丄至$ 個雜原子的碳數2至1〇雜環基氧基Ci〜C6烧基」，在無特 別限制的前提下表示經（雜環）_〇_取代的碳數j至6之院 基，其中，具有選自氧原子、硫原子及氮原子.中之夏至$ 個雜原子的碳數2至10雜環部分、及烷基部分係如上述定 義可牛例如.2-(2“比咬氧基）乙基、2_(2“比哄氧基）乙基、 2-(2-噻唑基）乙基等基。 所§胃「C3〜環烧基c广c6烧氧基Cl〜C6燒基益 =制的前提下表示經碳數…之院氧基(該烧編 、、錢數3至8之環烧基取代）取代的碳數1至6之燒基，盆 中，燒基I分、院氧基部分、及環院基部分係如^ :舉，：蝴甲氧基甲基、環丁基甲氧基甲基义戊 基甲乳基甲基、或環己基甲氧基甲基等基。 所謂「苯基亞磺醯基（^〜匕烷其力&amp;壯口， 提下表示經_〇-基取代的前 分係如上_;可舉例如：苯基亞麵;^、’ 本基亞磺醯基乙基、3_苯基亞磺醯基丙基等基。 所謂「苯基磺酿基Cl〜c6烧基」在無特別限制的前提 320292 58 200920255 下表示經（苯基）-s〇2_基取代的碳數丨至6之烷基，其中， 烷基係如上述定義’·可舉例如·· 2_苯基磺醯基乙基了3_苯 基石頁醯基丙基、4 -苯基石黃酿基丁基等基。 所謂「CrC6亞烷基」在無特別限制的前提下表示碳 數1至6的直鏈或分枝鏈狀2價烷基，可舉例如：亞甲基、 亞乙基、亞丙基、異亞丙基等基。 所明「Ci〜C6亞烷基胺基氧基Ci〜C6烷基」在無特別 限制的前提下表示經碳數i至6之（亞烷基）=沐0_取代的碳 ，1至6之烧基，其中，亞烧基部分及烧基部分係如上述 定義，其中，可舉例如：亞甲胺基氧基曱基、2_(亞乙胺基 氧基）乙基、2-(亞異丙基胺基氧基）乙基等基。 一所謂「C3〜C8齒環烷基Cl〜C6烷基」在無特別限制的 刖提下表示經碳數3至8之環烷基[其經鹵原子丨至5個（較 佳㈠個）取代]取代的石炭數m之烧基，其中，環院基 料、烧基部分及“子係如上蚊義，可舉例如：U· —氟環丙基甲基、2,2_二氯環丙基曱基等基。 ， 鹼金屬係可舉例如：鈉、鉀等。 的石山相鄰的2個r2連接在—起且與該等所直接鍵結 ::子/、同形成碳環’或具有選自氧原子、硫原子及氮 Rl2、鱼^至4個雜原子之4至8員雜環」、r相鄰的2個 —起與該等所直接鍵結的碳原子共同形成礙 原^、有選自氧原子、硫原子及氮原子巾之i至4個雜 該箅新古至8貝雜環」、及「相鄰的2個RU連接在-起與 ^ 接鍵結的碳原子共同形成碳環，或具有選自氧原 320292 59 200920255 子、硫原子及氮原子令之〗至 在無特別限制的前提下，係有如;之…員雜環 (ϋ (χ&gt; ()3 /33 (r〇 Λ^&gt; (¾ (¾ 於j°淡β 6 ;，但當相鄰的氮原子的二形式記 亦可非為繼，而是以其 ：虱原子的情況，义 本發明通式[!]中的χ2#^、構物㈣醇型存在。 表示〇或1的整數）。# 或，Κ其中，m 員環將成為稠合於謂琴&quot;CH_的情況，含有X2的6 此所形成的苯環，在χ2位=展：而形成苯并明環。依 經取代基R2取代。本說明奎’^/同该苯環的其他碳原子可 子可經R2取代」。此外，當此情形記载為「該碳原 或=N(〇)-的情況，含有2 糸N(〇)m-的情况，即=N_、 β 的6昌T〇g g夕 D比啶環或吡啶N-氧化物環，、七：成為稠合於吡卩井環的 氣化物環。本發明通式「 乂成比疋并吡啡環或其N- =C(R2)-、或=N-。 勺車乂 L Χ2 係有如：=CH_、 本發明通糊巾的、 』如.虱原子；Cl〜Cl2 320292 60 200920255 烧基；C2〜C6烯基；c2〜C6炔基；c3〜(：8環烷基；C3〜(：8環 烧基C广C6燒基；鹵烷基；c2〜c6鹵烯基；c2〜c6齒 炔基；胺基（：广(：6烷基；硝基Cl〜c6院基；單（Ci〜C6烷基) 胺基烷基；二（Cl〜C6烷基）胺基Ci〜c6烧基；C1〜C6 烷基硫基CpC：6烷基；CpC：6烷基亞磺醯基烷基； C!~C6烧基磺醯基Cl〜C6烷基：^〜^鹵烷基硫基^〜。 烷基；C^C6鹵烷基亞磺醯基Ci〜C6烷基；Ci〜c6鹵烷基磺 醯基CcC6烷基；Cl〜C6烷氧基Cl〜C0烷基；羥基Ci〜c6 烷基；苯基C^C：6烷氧基Cl〜Q烷基（該基的苯基可經！或 2個以上相同或互異的r4取代）；Ci〜C6燒氧基Ci〜c6炫氧 基CrC6烷基’· C3〜cs環烷基氧基Ci〜C6烷基；苯氧基Ci〜c6 烧基(該基的苯基可經i 5戈2個以上相同或互異的、4取 代）；苯基硫基C广C6炫基（該基的苯基可經工或2個以上 相同或互異的V取代）；Cl〜C6齒烧氧sCi〜C6燒基；呈有 選自氧原子、硫原子及氮原子中之、至5個雜原子的碳數 雜環Cl〜C,烧氧基Cl〜C6烧基(該基的具有選自氧 原子、硫原子及氮原子中之！至5個雜原子之碳數 料，可經1Λ2個以上相同或互異的反5取代）ϋ〇 烧基硫基CVC6烧氧基Ά院基乂亞酿6 CVC6烷氧基c广c6烷基；c 6 土亞戸基 c Γ ^ ^ 1人6乂兀基碩醯基q〜c6烷氧基 !〜6说基’氰基C广C6烷氧基Ci〜C6烷基；氰 烷基；（：广(：6烷基羰氧基c c烷美·广土 1 6 p贫._ 6況基，Cl〜C6醯基q〜C6 、元土，一（CrC^烷氧基）Cl〜c6烷基；Cl〜Ci~C6 fluorenyl group means an alkyl group having 1 to 6 carbon atoms substituted with a (alkoxy)_N= carbon number of 1 to 6 without any particular limitation of 320292 56 200920255, wherein the alkoxy moiety and The alkyl moiety is as defined above; and examples thereof include a group such as a U-oxyiminoethyl group and a 3-methoxyiminopropyl group. The C6-CI()aryl group means a group such as a phenyl group or a naphthyl group. The "C6-c10 aryl-Cl~c6 alkyl group" means, without any particular limitation, an alkyl group having 2 to 6 carbon atoms substituted with an aryl group having 6 to 10 carbon atoms, wherein the aryl group and the alkyl moiety are It is as defined above; for example, a base such as a benzyl group, a phenethyl group, a 3-phenylpropyl group, a naphthalene a-methyl group, a naphthalene group, or a methyl group; a so-called "C3 to C8-tooth alkyl group" Unless otherwise specified, a cycloalkyl group having 3 to 8 carbon atoms substituted by 1 to 5 (preferably! to 3) of a tooth atom is defined, and the "medium" ring-based portion and the _ atomic system are as defined above. For example, a group such as 2,2-difluorocyclopropyl or 2,2-di-cyclopropyl can be mentioned. The so-called "nitro-CVQ wire" is not limited to the following table: the carbon number substituted by the stone shoji to the wire of 6, wherein the alkyl group is as follows: For example, nitromethyl, 2 - nitroethyl group. It is to be noted that "the base" is a group of from 1 to 6 without any particular limitation, wherein the alkyl group is a double-crossing, for example, 2-hydroxyethyl, 3-hydroxyl a propyl group, etc. - a carbon-C6-bristylamino group, which is an acid group-substituted amine group, wherein the thiol moiety is as defined above, and may, for example, bemethantamine a group, an acetamino group, a propylamine group, etc. It is stated that "(RVN-OCOCrQ) is not particularly limited, and the following table is replaced by (RVN_c=〇) a number of carbonaceous carbons i to 6 :, 320292 57 200920255 The alkyl 4 knives are as defined above; for example, hydrazine, hydrazine-diaminocarbonylcarbonylmethyl, N,N-dimethylaminocarbonylethyl, N-methyl-N-B A group such as an aminocarbonylcarbonyl group. The "C2 to C5 alkylene chain" is, for example, a methyl group, a trimethylene group, a propyl group, a tetramethylene group or a pentacyclic group, unless otherwise specified. The term "having a carbon number of 2 to 1 fluorenyloxy group Ci to C6 alkyl group selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom to a hetero atom" means, without any particular limitation, Heterocycle)_ a substituted carbon number of from 6 to 6, wherein the carbon number of the heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom is from 2 to 10, and the alkyl moiety is as described above. The definition may be, for example, a 2-(2"-bitooxy)ethyl group, a 2-(2"-pyridyloxy)ethyl group, a 2-(2-thiazolyl)ethyl group, etc. § stomach "C3~ ring The number of carbons substituted by the oxy group of the carbon number (the calcination, the substitution of the ring-burning group of 3 to 8) is based on the premise of the alkyl group C6 alkoxy group C1 to C6. To the base of 6, the pot, the base of the burnt group, the part of the oxy group, and the part of the ring-based base are as follows:: methoxymethyl, cyclobutylmethoxymethyl-yi-pentylmethyl a group such as a methyl group or a cyclohexylmethoxymethyl group. The so-called "phenyl sulfinyl group (^~ 匕 其 力 & 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮 壮For example, a phenyl subsurface; a base such as a sulfhydryl sulfonyl group or a 3-phenylsulfinyl propyl group; the so-called "phenyl sulfonyl group C1 to c6 alkyl group" is not particularly The premise of the restriction 320292 58 200920255 is indicated by the substitution of (phenyl)-s〇2_ group The alkyl group having a carbon number of 丨6, wherein the alkyl group is as defined above, and may be exemplified by, for example, 2 phenylsulfonylethyl 3 phenyl sulphate propyl, 4-phenyl stellite The "CrC6 alkylene group" is a linear or branched chain divalent alkyl group having 1 to 6 carbon atoms, and is, for example, a methylene group or an ethylene group, unless otherwise specified. a propylene group, an isopropylidene group or the like. The "Ci-C6 alkyleneaminooxy-Ci-C6 alkyl group" is represented by a carbon number i to 6 (alkylene group) unless otherwise specified. a substituted carbon, a calcined group of 1 to 6, wherein the alkylene moiety and the alkyl moiety are as defined above, wherein, for example, a methylaminooxycarbonyl group, 2_(Asian Aminooxy)ethyl, 2-(isopropylideneamino)ethyl and the like. The so-called "C3 to C8-dental cycloalkyl group C1 to C6 alkyl group" represents a cycloalkyl group having 3 to 8 carbon atoms [which is halogenated to 5 (preferably (one)) by a halogen group without any particular limitation. Substituting the substituted calcined carbon number m, wherein the ring base material, the alkyl group, and the "subsequence" are as follows: U.sup.-fluorocyclopropylmethyl, 2,2-dichlorocyclohexane Examples of the alkali metal system include sodium, potassium, etc. The two r2 adjacent to the rock mountain are connected to each other and directly bonded to the same:: sub/, forming a carbon ring' Or a 4- to 8-membered heterocyclic ring selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen R12, a fish to four heteroatoms, and two adjacent to each other, and together with the carbon atoms directly bonded thereto The original ^, there are selected from the oxygen atom, the sulfur atom and the nitrogen atomic towel, i to 4 miscellaneous, and the adjacent two RUs are connected to each other. The atoms together form a carbocyclic ring, or have an oxygen atom selected from 320292 59 200920255, a sulfur atom and a nitrogen atom, to the extent that there is no particular limitation, such as a heterocyclic ring (ϋ (χ&gt; (3) /33 (r〇Λ^&gt; (3⁄4 (3⁄4 is less than β6 in j°; but when the two forms of adjacent nitrogen atoms are not sustainable, but in the case of 虱 atoms, χ2#^ in the general formula [!] of the present invention , the structure (4) alcohol type exists. Indicates 〇 or an integer of 1). #,,Κ, where the m member ring will be fused to the case of the chord &quot;CH_, containing the X2 of the 6 benzene ring formed, In the χ2 position = exhibit: and form a benzo ring, which is substituted by the substituent R2. The description of the other carbon atoms of the benzene ring can be substituted by R2. In addition, when this case is described as "In the case of carbon or =N(〇)-, in the case of 2 糸N(〇)m-, that is, =N_, β of 6 Chang T〇gg D D is a pyridine ring or a pyridine N-oxide ring, And seven: to become a vapor ring fused to the pyridazine well ring. The formula of the present invention is "乂 疋 疋 吡 吡 吡 吡 吡 or its N- = C (R2)-, or = N-. 勺 乂 L Χ 2 For example: =CH_, the paste of the present invention, such as: 虱 atom; Cl~Cl2 320292 60 200920255 alkyl; C2~C6 alkenyl; c2~C6 alkynyl; c3~(:8 cycloalkyl; C3 ~(:8 ring-burning C-C6 alkyl; haloalkyl; c2~c6 haloalkenyl; c2~c6 tooth alkyne Amino group (: broad (: 6 alkyl; nitroCl~c6); mono(Ci~C6 alkyl) aminoalkyl; bis(Cl~C6 alkyl)amine Ci~c6 alkyl; C1 ~C6 alkylthio-CpC: 6-alkyl; CpC: 6-alkylsulfinylalkyl; C!~C6 alkylsulfonyl-Cl~C6 alkyl: ^~^haloalkylthio. Alkyl; C^C6 haloalkylsulfinyl Ci~C6 alkyl; Ci~c6 haloalkylsulfonyl CcC6 alkyl; Cl~C6 alkoxy Cl~C0 alkyl; hydroxy Ci~c6 alkyl ; phenyl C ^ C: 6 alkoxy Cl ~ Q alkyl (the base of the phenyl can be passed! Or 2 or more identical or mutually different r4 substituted); Ci~C6 alkoxy Ci~c6 methoxyl CrC6 alkyl '· C3~cs cycloalkyloxy Ci~C6 alkyl; phenoxy Ci~c6 An alkyl group (the phenyl group of the group may be substituted by 2 or more identical or mutually different, 4); phenylthio C C6 leukoyl group (the phenyl group of the group may be worked or two or more identical or V-C6-C6-burning oxygen; sCi~C6 alkyl; a carbon number heterocyclic ring C~C selected from an oxygen atom, a sulfur atom and a nitrogen atom to 5 hetero atoms, burning oxygen a group of C1 to C6 groups (the group having a carbon number selected from an oxygen atom, a sulfur atom and a nitrogen atom! to 5 hetero atoms, which may be substituted by more than 1 or more identical or mutually different trans 5). Pyridylthio-based CVC6 alkoxy fluorene-based sulfonium 6 CVC6 alkoxy c-c6 alkyl; c 6 sulfonyl c Γ ^ ^ 1 person 6 乂兀 醯 醯 q q c c6 alkoxy ~6 said base 'cyano C widely C6 alkoxy Ci~C6 alkyl; cyanoalkyl; (: broad (: 6 alkyl carbonyloxy cc alkyl · broad soil 1 6 p poor. _ 6 condition base , Cl~C6 fluorenyl q~C6, Yuantu, one (CrC^alkoxy)Cl~c6 alkyl; Cl~

Ci~C^ ^ · r η ^ ^ 6坑礼基敢基 烷氧基亞胺基Crh垸基； 320292 61 200920255 (R R N-C=0)Cj—'i# A · r* n „ 、 6烷基，C6〜Cl。方基Cl〜c6烷基（該基的 :土 '經1或2個以上相同或互異的r8取代）；具有選自 氧原t U子及氮原子中之1S 5個雜原子的碳數2至 10雜％ CcC6烷基(該基的具有選自氧原子、硫原子及氮 原子中之1至5個雜原子之碳數2至1()雜環，係可經} 或2個以上相同或互異的R9取代）；nr1Gr11基；a〜g烷 氧基’〜C10芳基（該基可經}或2個以上相同或互異的的 下述R12取代）；或具有選自氧原子、硫原子及氮原子中之 1至5個雜原子之碳數2至1〇雜環基（該基可經1或2個 以上相同或互異的的下述Rl3取代）。 較佳的R係可舉例如：氫原子；C〗〜C12燒基；c，〜C 烯基；C2〜c6炔基；c3〜c8環烧基；CVC6鹵烷基；c2〜c6 鹵烯基；CcC6烷基硫基Cl〜(：6烷基；Cl〜C6烷基磺醯基 Cl〜C6炫基’ Cl〜〇6烧氧基Cl〜C6烧基；Cl〜C.6烧氧基Cl〜C 院氧基.Ci〜C6；t元基，本氧基Ci〜Cg烧基；C〗〜C6鹵烧.氧基 匸广匚6烧基：四氳吱味匚丨〜仏炫氧基匚丨〜仏烧基；^^〜^ 烷基磺醯基CrC：6烷氧基CfC：6烷基；氰基CfCe烷氧基 烧基；象基C^-C^烧基；C广C6烧基戴氧基 燒基；Ci~C6酸基Cl〜C6院基；Ci〜C6烧氧基幾基（^〜(^ 烷基；(WN-OC^CVQ烷基；C6〜C10芳基CrQ烷基（該 基的芳基可經1或2個以上相同或互異的的下述R8取 代）；雜環c广C6烷基（該基可經1或2個以上相同或互異 的的下述R9取代）；NR^R11基；C6〜C1()芳基（該基可經1 或2個以上相同或互異的的下述Rl2取代）；或雜環基（該 62 320292 200920255 基可經1或2個以上相同或互 外，較佳的R1係可舉例如.c C、的下述Rl3取代）等。此 炔基、c3〜(：8環烧基、Ci〜ci 12貌基、c2〜c6烯基、c2〜c6 烷基硫基Ci〜c6烷基、c〜6 、C2〜C6鹵烯基、Cl〜C6 烧氧基CrQ烧基、CiLc 6Ί酿基Cl〜C6烧基、C广C6 基、南烧氧基Ci〜c6 ；^基Cl〜C6烧氧基 cvC6烧基、氰基c 6 :土、四氫咳喃C广C6烷氧基 烧基、c6〜Cl。芳A c /基、Cl〜C6烷氧基裁基ci〜c6 以上相6燒基-(該基的芳基可經1或2個 以上相冋或互異的下述^取 經1或2個W μ h m 雜展CcQ烷基（該基可 丄丄次2個以上相同或互 基（該基可經個以Η的下迷R取代）、C6〜。芳 1哞产其r兮置 上相同或互異的的下述R12取代）、 或雜％基（該基可經丨或 取代）等。 次2個以上相同或互異的的下述R〗3 本發明通式[I]中的r2 夹 硝基、氣美、Γ〜r 糸了舉例如：鹵原子、羥基、 C〜c疒美土 Γ 1 6燒基、c3〜C8環烷基、c3〜c環烷基 CA烷基、C2〜C稀 土 峨基、Cl〜C6Λ其6块基、Ci〜。6&quot;炫基、ci〜cs A、C c &amp; ^㈣基、c;〜c8環垸基氧基、c2〜c6稀氧 1〜C6峨…⑽硫基、㈣ C元〜土C、二1〜C6炫基石黃酿基^丨〜匕齒烧基硫基、 ⑴c6二：土亞磺醯基、C1〜Q鹵烷基磺醯基、胺基、單 (C!〜C6烷基）胺基、 平 ^ (Cl〜C6燒基）胺基、CVC6烷氧基Cl〜C6 烷基、C广c6醯基、c^c泸与# w 6 Γ〜Γ6几乳基亞胺基C!〜C6烧基、羧基、 1 6、吨'&quot;絲、單（^1〜0^基）胺基㈣、或二（c c 絲)胺基幾基、具有選自氧原子、疏原子及氮原子中之； 320292 63 200920255 至5個雜原子的碳數2至職環ca院基等。 c〜clr2係可舉例如：㈣子、職、絲、 Cl C6齒文元基、C】〜 巧 戰1基、Cl〜C6烷基硫基、C：广C6燒 羊土 1〜6烷基、或C〗〜C6烷基磺醯基等。Ci~C^ ^ · r η ^ ^ 6 礼 基 敢 敢 敢 敢 ; 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 320 , C6~Cl. Square-based Cl~c6 alkyl (the base: soil 'substituted by 1 or 2 identical or mutually different r8); having 1S 5 selected from the oxygen source t U and nitrogen atoms The carbon number of the hetero atom is 2 to 10% by mole. The CcC6 alkyl group (having a carbon number of 2 to 1 () heterocyclic ring having 1 to 5 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom is a } or 2 or more identical or mutually different R 9 substituted); nr1Gr11 group; a~g alkoxy '~C10 aryl (this group may be substituted by or more than 2 or more identical or mutually different R12); Or a 2 to 1 fluorinated heterocyclic group having 1 to 5 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom (the group may be substituted by 1 or 2 or more of the same or different R13 described below) Preferred R is exemplified by a hydrogen atom; C ??? C12 alkyl; c, 〜C alkenyl; C2~c6 alkynyl; c3~c8 cycloalkyl; CVC6 haloalkyl; c2~c6 halo Alkenyl; CcC6 alkylthio-Cl~(:6-alkyl; Cl~C6 alkylsulfonyl-Cl~C6 leucoyl) Cl~ 6 alkoxy Cl~C6 alkyl; Cl~C.6 alkoxyCl~C alkoxy.Ci~C6; t-group, the present oxy Ci~Cg alkyl; C〗~C6 halogenated. Oxygen匸 匸 匚 烧 烧 : : : : : : : : : : : : : : : : : : : : : : : ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; Alkoxyalkyl; aryl group C^-C^ alkyl; C-C6 alkyl-based alkylene; Ci~C6 acid-based Cl~C6-based; Ci~C6 alkoxy group (^~( ^alkyl; (WN-OC^CVQ alkyl; C6~C10 aryl CrQ alkyl (the aryl group of the group may be substituted by 1 or more of the same or different R8 described below); heterocyclic c a C6 alkyl group (the group may be substituted by 1 or more identical or mutually different R9); NR^R11 group; C6~C1() aryl group (the group may be the same or mutually The following Rl2 substituted); or a heterocyclic group (the 62 320292 200920255 group may be the same or mutually different than 1 or 2, preferably the R1 group may be, for example, the following R13 substituted by .c C), etc. The alkynyl group, c3~(:8 cycloalkyl, Ci~ci 12, c2~c6 alkenyl, c2~c6 alkylthio Ci~c6 alkyl, c~6, C2~C6 haloalkenyl , Cl~C6 Oxygen CrQ alkyl group, CiLc 6 broth base Cl~C6 alkyl group, C wide C6 group, south alkoxy group Ci~c6; ^ group Cl~C6 alkoxy cvC6 alkyl group, cyano c 6 : soil, tetrahydrogen Cough C C6 alkoxyalkyl, c6 ~ Cl. Aro A c / group, Cl~C6 alkoxy group ci~c6 above phase 6 alkyl group - (the aryl group of the group may be 1 or 2 by the following 2 or more phases or different W μ hm hybrid CcQ alkyl (this group may be more than 2 identical or cross-linking (the group may be replaced by a lower RR), C6~. 芳1哞 produces the same r兮Or mutually different R12 substituted), or heteropoly group (the base may be substituted or substituted), etc. The following two or more identical or mutually different R 3 are in the general formula [I] of the present invention. R2 nitro, gas, Γ~r 例如 例如 例如 例如 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤 卤C2~C rare earth sulfhydryl group, Cl~C6Λ6 group, Ci~.6&quot;Hyun group, ci~cs A, C c &amp; ^(d) base, c;~c8 cyclodecyloxy, c2~c6 Oxygen 1~C6峨...(10)sulfanyl, (iv) C-element-soil C, di- 1~C6-based sulphur-based yellow-branched base ^丨~匕齿烧基thio, (1)c6二: sulfinyl, C1~Q-halogen Alkyl sulfonyl, an amine group, a mono(C!~C6 alkyl)amino group, a (Cl~C6 alkyl) amine group, a CVC6 alkoxy group C~C6 alkyl group, C-C 6 醯, c ^ c 泸 and # w 6 Γ ~ Γ 6 乳 乳 亚 C C! ~ C6 alkyl, carboxyl, 16 6 , ton '&quot; silk, single (^1~0 ^ base) amine (d), or two (cc silk) amino group, having an oxygen atom, a sparing atom, and a nitrogen atom; 320292 63 200920255 to 5 hetero atoms having a carbon number of 2 to a ring of acaine, etc. c~clr2 For example,: (4) sub, occupation, silk, Cl C6 tooth element base, C]~ Qiaozhan 1 base, Cl~C6 alkylthio group, C: wide C6 burned sheep soil 1~6 alkyl, or C 〗 〖C6 alkyl sulfonyl group and the like.

的R係可舉例如：鹵原子、Cl〜c6燒基、Cj-Q :其^ Cl C6炫氧基、Cl〜c6烧基硫基、或C!〜C6烧基績 寺’尤以諸如：鹵原子、c】〜c6絲、Cl〜C6鹵烧基、 Cl〜c6烷氧基等為佳。 本發明通式[I]中的n係〇至4的整數（其中，當X2係 N(〇)m時為〇至3的整數），較佳為〇至2，更佳為〇至工。 本表明通式[I]中的r3係可舉例如：經基；〇_m+(m+ 表不鹼金屬陽離子或銨陽離子）；胺基；滷原子；（^〜(:6烷 基增醯氧基；CrC6烷基硫基；Cl〜c6烷基亞磺醯基；Ci〜c6 烷基磺醯基；Ci〜a鹵烷基硫基；Cl〜C6鹵烷基亞磺醯基； c!〜C6卣烷基磺醯基；C2〜C6烯基硫基；C2〜C6烯基亞磺醯 基；C2〜C6烯基磺醯基；C2〜C6炔基硫基；（：：2〜(：6炔基亞磺 酿基；C2〜C6炔基磺醯基；Cl〜C6烷基羰氧基；c2〜c6烯基 幾氧基’ C2〜C6块基幾氧基；苯氧基（該基可經1或2個以 上相同或互異的R14取代）；苯基硫基（該基可經1或2個 以上相同或互異的Ri4取代）；苯基亞磺醯基（該基可經1 或2個以上相同或互異的R14取代）；苯基;ε黃酿基（該基可 經1或2個以上相同或互異的R14取代）；笨基磺醯氧基（該 基可經1或2個以上相同或互異的R14取代）；苯基羰氧基 (該基可經1或2個以上相同或互異的R14取代）；1，2，‘三 64 320292 200920255 坐1基，1，2,3-二唾基；m三唾_ 吡唑-1-基；四唑彳I . , Λ 卞坐1-基， 士鞒其，介、基，四唑基等。較佳的R3係可舉例 口工土，/、可為該等的鹽、醚、酯等衍生物。 更佳的R3係可舉例如：羥基。 氰本：明通式m中的r8係可舉例如：處原子 ί C〜ΠΓ:02〜婦基;C2〜快以 二氧其.rd，c]〜°6烷氧基；°2〜°6烯氧基；°2〜 二=i〜C6⑽基;Ci〜C6峨基;Ci〜c6烧基亞 烧基^酿Γ6燒基石黃酿基；Cl〜C6齒院基硫基；C「C6齒 二“ ·二A〜Q齒烧基磺醯基；A〜。烷氧基幾基； 兴例二.Cl〜。6烷氧基Cl〜Q烷基。更佳的r8係可 二 t Cl〜C6a基；The R system may, for example, be a halogen atom, a Cl~c6 alkyl group, a Cj-Q: a ^CCl6 methoxy group, a Cl~c6 alkylthio group, or a C!~C6 alkyl base temple, such as: A halogen atom, c]~c6 wire, a Cl~C6 halogen group, a Cl~c6 alkoxy group or the like is preferred. The n-form 〇 to an integer of 4 in the general formula [I] of the present invention (wherein, when X2 is N(〇)m, it is an integer of 〇 to 3), preferably 〇 to 2, more preferably 〇 to work. The present invention shows that the r3 in the general formula [I] may, for example, be a trans group; 〇_m+ (m+ an alkali metal cation or an ammonium cation); an amine group; a halogen atom; (^~(6 alkyl oxime) Base; CrC6 alkylthio; Cl~c6 alkylsulfinyl; Ci~c6 alkylsulfonyl; Ci~a haloalkylthio; Cl~C6 haloalkylsulfinyl; c!~ C6 nonylsulfonyl; C2~C6 alkenylthio; C2~C6 alkenylsulfinyl; C2~C6 alkenylsulfonyl; C2~C6 alkynylthio; (::2~(: 6 alkynylsulfinyl alcohol; C2 to C6 alkynylsulfonyl; Cl~C6 alkylcarbonyloxy; c2~c6 alkenyloxy' C2~C6 benzyloxy; phenoxy group Substituted by 1 or more identical or mutually different R14; phenylthio (this group may be substituted by 1 or more identical or mutually different Ri4); phenylsulfinyl (this group may be 1 or 2 or more identical or mutually different R14 substitutions; phenyl; ε yellow aryl (this group may be substituted by 1 or 2 identical or mutually different R14); phenyl sulfonyloxy group Substituted by 1 or more identical or mutually different R14; phenylcarbonyloxy (the group may be the same or 1 or more) Divided by R14); 1,2,'3 64 320292 200920255 Sit 1 base, 1,2,3-disal; m tris-s-pyrazol-1-yl; tetrazolium I. , Λ 卞1-based, gemstone, meso, benzyl, tetrazolyl, etc. Preferred R3 is exemplified by oral soil, and may be a derivative of such salts, ethers, esters, etc. More preferred R3 system For example, hydroxy. Cyanide: The r8 system in the formula m can be, for example, an atom ί C~ΠΓ: 02~wolk; C2~ is faster than dioxin. rd, c]~°6 alkoxy ;°2~°6 alkenyloxy; °2~2=i~C6(10) group; Ci~C6 fluorenyl; Ci~c6 alkyl sulphide base; Base; C "C6 tooth two" · two A~Q tooth-based sulfonyl group; A~. alkoxy group; formula II. Cl~.6 alkoxy group C~Q alkyl. More preferred r8 Can be two t Cl~C6a base;

鹵烷氧基等。 3U *旬卷，篆基，G ~Cr、卢1 . r η ^ ? C2~C6^^ ； c3~c8, ^ ； C^C6 S Χ Γ 續㈣;Ci〜c6‘：L 基硫基； (^6醯美· Vr 基；Cl〜C6燒氧基幾基； 土，或Cl〜c6烷氧基c广匕烷基等。 】R9係可舉例如:一 硝美本t:通ΓΓ“12係可舉例如:鹵原子;經基； 320292 65 200920255 (：广0：6烧基；c2〜C6烯基；c2〜C6炔基；CVC6鹵烷基； 烷氧基；C3〜C8環烷基氧基；C2〜C6烯氧基；c2〜c6炔氧基； 院基羰氧基；CrC6鹵烷氧基；烷基硫基； 烷基亞磺醯基；CfC：6烷基磺醯基；鹵烷基硫基； Cl〜C6鹵烷基亞石黃醯基；Ci〜C6鹵院基石黃醯基；胺基；C!〜c6 醯基胺基；單（Cl〜C：6烷基）胺基；二（Ci〜c6烷基）胺基；Ci〜c6 烷氧基CrC6烷基；C〗〜C6烷氧基C〗〜C6烷氧基；c3〜c8 環烷基Cl〜C6烷氧基；CrC：6鹵烷氧基Cl〜C6 j氧基；氰 基C〗〜C6烷氧基；Cl〜C6醯基；Ci〜C6烷氧基亞胺基Cl〜Q 烷基，羧基；（：广(：6烷氧基羰基；胺曱醯基；單(C1〜c6烷 基）胺基羰基；二（Cl〜C6烷基）胺基羰基；具有選自氧原子、 ，原子及氮原子中之i至5個雜原子的碳數2至10雜環基 (k基的雜環可經i或2個以上相同或互異的下述取 或具有從氧原子、硫原子及氮原子中任意選出之U 固雜^㈣數2至1G雜環Ci〜C6_基(該基的具有 Γ至Γ/ϋ硫原子及氮原子中之1至5個雜原子之碳數 代)等/ %了經1或2個以上相同或互異的的下述R14取 例如：i原子、《、料、氰基、 c2〜c烯氧3 烷基、Cl〜鹵烷基、C广c6烷氧基、 基石4 :〜C6炔氧基、Ci〜C6函垸氧基令。垸 C ；cC；Cf ^ c.c6 . 1 C6院基、c3〜c8環惊其p r &gt; 氧基。〜。6嶋、氛基C1〜C%C1;C=H^^^ 1 烷虱基、C1〜C6醯基、CVC6 320292 66 200920255 'cfi烧基）胺基、或雜環匚〜 1 6烷氧基、 燒氣基幾基、 或如下述基等Haloalkoxy and the like. 3U * 卷卷, 篆基, G ~Cr, Lu 1. r η ^ C2~C6^^ ; c3~c8, ^ ; C^C6 S Χ Γ Continued (4); Ci~c6': L-based thio; (^6醯美·Vr base; Cl~C6 alkoxy group; soil, or Cl~c6 alkoxy c-polyalkylene group, etc.) R9 series can be exemplified by: nitrocellulose: t: wanted The 12 series may, for example, be a halogen atom; a trans group; 320292 65 200920255 (: broadly 0:6 alkyl; c2 to C6 alkenyl; c2 to C6 alkynyl; CVC6 haloalkyl; alkoxy; C3 to C8 naphthenic Alkoxy; C2~C6 alkenyloxy; c2~c6 alkynyloxy; alkoxycarbonyl; CrC6 haloalkoxy; alkylthio; alkylsulfinyl; CfC: 6 alkylsulfonyl Haloalkylthio; Cl~C6 haloalkyl sulphate; Ci~C6 halogen compound sulphate; amine; C!~c6 decylamino; mono(Cl~C:6 alkyl)amine; Di(Ci~c6 alkyl)amino group; Ci~c6 alkoxy CrC6 alkyl group; C>~C6 alkoxy group C~C6 alkoxy group; c3~c8 cycloalkyl group C~C6 alkoxy group; CrC : 6 haloalkoxy Cl~C6 joxy; cyano C 〗 〖C6 alkoxy; Cl~C6 fluorenyl; Ci~C6 alkoxyimino-based C~Q alkyl, carboxy; (: broad ( :6 alkoxy a carbonyl group; an amine fluorenyl group; a mono(C1~c6 alkyl)aminocarbonyl group; a di(Cl~C6 alkyl)aminocarbonyl group; having from 1 to 5 hetero atoms selected from an oxygen atom, an atom and a nitrogen atom; a carbon number of 2 to 10 heterocyclic groups (the k-based heterocyclic ring may be taken by i or two or more identical or mutually different ones or have a U solid which is arbitrarily selected from an oxygen atom, a sulfur atom and a nitrogen atom) a number of 2 to 1 G heterocyclic rings Ci~C6_ (the carbon number of the group having from Γ to Γ/ϋ sulfur atom and 1 to 5 hetero atoms in the nitrogen atom), etc. /% is 1 or more identical Or mutually different R14, for example: i atom, ", material, cyano, c2~c oxy 3 alkyl, Cl~ haloalkyl, C widely c6 alkoxy, sulphate 4: ~ C6 alkyne Base, Ci~C6 functional oxime. 垸C; cC; Cf ^ c.c6 . 1 C6 yard base, c3~c8 ring pr &gt; oxy.~.6嶋, atmosphere C1~C% C1; C=H^^^ 1 alkanoyl group, C1~C6 fluorenyl group, CVC6 320292 66 200920255 'cfi alkyl group) amine group, or heterocyclic ring 116 alkoxy group, calcining group, or as follows Base

再者，更佳的R12係可舉例如：麵子 = 基;C…氧基巧基 为 ¢0 (:〇 尤以諸如：由原子；Ci〜C6烧基、Ci〜 ¢0 ¢0 ，氧基；CVW魏基；或如下述基等=燒基％' 本發明通式[η中的Al表示_c(r15r16 本發明通式[I]中的a2表示17 + 本發明通糊中的a3表示_c(r19r20^或㈣。 即，本發明通式⑴中的‘心 T . 娜 5r16)_c(ri7r18)部19R2、Z如下: 'C(RI5rI6)-c(=〇)-C(R】9r2。） 2 該U相鄰接的^子共同形成六員碳學。 4〜6、〜8、〜:相互獨立， 320292 67 200920255 ★氫原子、或Ci〜c6烧基。此外，亦可Η&quot;盘 子形成5至10員（較佳5至^ ::Γ 與尺2°亦可一起形成2價的直鏈狀或八挂 2〜C5伸燒基鏈。較佳的伸燒基係如伸乙基。 枝 所謂「具有從氧原子、•子及氮料 =雜原子的碳數2幻。雜環基」、「自二之 cc^原子中之1至5個雜原子的碳们至 1〜c6燒氧基Ci〜C6絲」、「具有選自氧原子、^雜每 其原子中之1至5個雜原子 ：雜子及 基」、或「具有從氧原子、硫原子及丄，Cl〜C4 至5個雜原子的碳數2至10雜環任意選出之1 雜環基，具體係可舉例如：1:&quot;乳基」所示的該 吩二氧化物、四氫嗟喃、四喃：四氫嗟吩、四氫喧 d嗔吩、対、，-虱異 ***、1，2,4秀二唑、j 3 坐、、噻.唑、1,2,4- 缉、笨并味喃、吲哚基等。本开一°^、本开.1,4-二嗜 =雜環群係可舉例如Μ二氫〜Further, a more preferable R12 system is, for example, a face = a group; a C. oxy group is ¢0 (: 〇 以 such as: by atom; Ci~C6 alkyl group, Ci~ ¢0 ¢0, oxy group CVWWeissyl; or as the following base = calcination %' The general formula of the invention [Al in η represents _c (r15r16 a2 in the general formula [I] of the invention represents 17 + a3 represents in the paste of the invention _c(r19r20^ or (4). That is, the 'heart T. Na 5r16)_c(ri7r18) portion 19R2, Z in the general formula (1) of the present invention is as follows: 'C(RI5rI6)-c(=〇)-C(R) 9r2.) 2 The U adjacent to the joint together form a six-member carbon. 4~6, ~8, ~: independent of each other, 320292 67 200920255 ★ hydrogen atom, or Ci~c6 burning base. In addition, you can also Η&quot The plate is formed by 5 to 10 members (preferably 5 to ^::Γ and 2° can also form a two-valent linear or eight-hanging 2~C5 stretching base chain. The preferred stretching base is such as stretching. Ethyl. The so-called "having a carbon number from an oxygen atom, a sub- and a nitrogen material = a hetero atom, a 2-heterocyclic group, a heterocyclic group", and a carbon from one to five hetero atoms in a cc atom of the two ~c6 alkoxy-Ci~C6 filament", "having an oxygen atom, one to five heteroatoms per atom And a heterocyclic group optionally having a carbon number of 2 to 10 heterocyclic rings having an oxygen atom, a sulfur atom and a hydrazine, Cl to C4 to 5 hetero atoms, and specific examples thereof include: &quot;Milk-based&quot; The phenoxide, tetrahydrofuran, tetra-anthane: tetrahydroporphin, tetrahydroindole, oxime, 虱-isotriazole, 1, 2, 4 Oxazole, j 3 sitting, thiazolidine, 1,2,4-anthracene, stupid and succinyl, sulfhydryl, etc.. Open one ° ^, the original .1,4-diophilic = heterocyclic group For example, Μ dihydrogen~

卢、異㈣、心、異録、“塞吩、 :开，及笨并-M 如.噻吩、異噚唑、吡.、予更佳的雜裱係可舉例 二噚烯等。 ，3-苯并二嚀茂、及苯并-1，4一 本發㈣式附所4雜環的 、出雜環的任意位置處之基。^基’係可為所 田所k出的雜環係屬於與笨 320292 68 200920255 環的稍合環時，成為基的位置亦是不限定於雜環部分， 環的部分亦可成為基。 本 一其-人，本發明式⑴所示化合物的較佳具體例，係如下 ’一、表至表45所例示。然而，本發明化合物並不僅揭限於 ，亥等化口 ％。另外’化合物編號係供在下述的敘述中參照 用。 本況明書中，就表中的下述代號分別表示如下述的基。 例如：Lu, different (four), heart, different records, "cephene, : open, and stupid -M such as. thiophene, isoxazole, pyridinium, better diterpene system can be exemplified by diterpene, etc., 3- Benzene bismuth, and benzo-1,4, the first ring of the benzo-1,4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4, 4 When the ring is slightly fused with the ring 320292 68 200920255, the position of the group is not limited to the heterocyclic moiety, and the moiety of the ring may also be a group. The present invention is preferably a specific compound of the formula (1) of the present invention. For example, the compounds are exemplified as follows: Tables to Tables 45. However, the compounds of the present invention are not limited to the percentage of the opening of the group, and the 'compound number is used for reference in the following description. The following codes in the respectively represent the bases as follows. For example:

Me表示曱基；Me represents a sulfhydryl group;

Et表示乙基； n-Pr表示正丙基； i-Pr表示異丙基； c-Pr表示環丙基； n-Bu表示正丁基； s-Bu表示第二丁基； i-Bu表示異丁基； t-Bu表示第三丁基； c-Bu表示環丁基； n-Pen表示正戊基； c-Pen表示環戊基； n-Hex表示正己基；Et represents an ethyl group; n-Pr represents a n-propyl group; i-Pr represents an isopropyl group; c-Pr represents a cyclopropyl group; n-Bu represents a n-butyl group; s-Bu represents a second butyl group; i-Bu represents Isobutyl; t-Bu represents a third butyl group; c-Bu represents a cyclobutyl group; n-Pen represents a n-pentyl group; c-Pen represents a cyclopentyl group; n-Hex represents a n-hexyl group;

Ph表不苯基；Ph is not phenyl;

Bn表示苄基； 表不該等屬於無取代； R2及R12中，「-」 320292 69 200920255 (4-Cl)Bn表示4-氯苄基； 所謂「3,4-(CH2CH2CH2CH2)-」表示3位與4位經由伸丁基 鍵結而形成環的下述化學結構： 所謂「3,4-(0CH2CH20)-」，同樣的表示3位與4位經由該 伸乙基二氧基鍵結而形成環的下述化學結構：Bn represents a benzyl group; the table is not unsubstituted; in R2 and R12, "-" 320292 69 200920255 (4-Cl) Bn represents 4-chlorobenzyl; the so-called "3,4-(CH2CH2CH2CH2)-" means 3 The following chemical structure is formed by forming a ring with a 4-position via a butyl bond: the so-called "3,4-(0CH2CH20)-", which means that the 3-position and the 4-position are bonded via the ethylidene dioxy group to form a ring. The following chemical structure:

及A-7分別表示如下述基：And A-7 respectively represent the following base:

70 320292 200920255 【表1】70 320292 200920255 [Table 1]

6 化合物編號 A X1 Ε1 E2 R8 Ι·1 Α-1 0 Η — OH Ι·2 Α-1 0 Me — OH Ι·3 Α-2 0 Me — OH 1-4 Α-3 0 Me — OH Ι·5 Α·4 0 Me — OH 1-6 Α&quot;5 0 Me — OH 1-7 Α-1 0 Et 一 OH 1-8 Α-2 0 E!t — OH 1-9 Α-3 0 Et — OH 1-10 Α.4 0 Et 一 OH 1-11 Α-5 0 — OH 1-12 Α-1 0 n-Pr — OH 1-13 Α-1 0 i-Pr — OH 1-14 Α-1 0 c-Pr — OH 1-15 Α·1 0 n-Bu 一 OH Γ16 Α-1 0 s-Bu 一 OH Ι·17 Α-1 0 i-Bu 一 OH Ι·18 Α·1 0 t~Bu — OH 1-19 Α-1 0 c-Bu — OH 1-20 Α·1 0 irPen — OH Ι·21 Α-1 0 c-Pen 一 OH 1-22 Α-1 0 n-Hex 一 OH 1-23 Α-1 0 c-Hex 一 OH 1-24 Α-1 0 ΕΤ〇7Ηΐ5 —- OH 1-25 Α-1 0 H&quot;CgHx7 一 OH 1-26 Α-1 0 rrCgHxg — OH 1-27 Α-1 0 n-C10H2x 一 OH 1-28 Α-1 0 n*CnH23 一 OH 1-29 Α-1 0 n&quot;Cx2H26 — OH 1-30 Α-1 0 ch2ch=ch2 一 OH 1-31 Α-2 0 ch2ch=ch2 一 OH 1-32 Α-3 0 ch2ch=ch2 — OH 1-33 Α_4 0 ch2ch=ch2 一 OH 71 320292 200920255 【表2】6 Compound No. A X1 Ε1 E2 R8 Ι·1 Α-1 0 Η — OH Ι·2 Α-1 0 Me — OH Ι·3 Α-2 0 Me — OH 1-4 Α-3 0 Me — OH Ι· 5 Α·4 0 Me — OH 1-6 Α&quot;5 0 Me — OH 1-7 Α-1 0 Et-OH 1-8 Α-2 0 E!t — OH 1-9 Α-3 0 Et — OH 1-10 Α.4 0 Et-OH 1-11 Α-5 0 — OH 1-12 Α-1 0 n-Pr — OH 1-13 Α-1 0 i-Pr — OH 1-14 Α-1 0 c-Pr — OH 1-15 Α·1 0 n-Bu OH Γ16 Α-1 0 s-Bu OH Ι·17 Α-1 0 i-Bu OH Ι·18 Α·1 0 t~Bu — OH 1-19 Α-1 0 c-Bu — OH 1-20 Α·1 0 irPen — OH Ι·21 Α-1 0 c-Pen-OH 1-22 Α-1 0 n-Hex-OH 1-23 Α-1 0 c-Hex-OH 1-24 Α-1 0 ΕΤ〇7Ηΐ5 —- OH 1-25 Α-1 0 H&quot;CgHx7-OH 1-26 Α-1 0 rrCgHxg — OH 1-27 Α-1 0 n-C10H2x-OH 1-28 Α-1 0 n*CnH23-OH 1-29 Α-1 0 n&quot;Cx2H26 — OH 1-30 Α-1 0 ch2ch=ch2 OH 1-31 Α-2 0 ch2ch =ch2 - OH 1-32 Α-3 0 ch2ch=ch2 — OH 1-33 Α_4 0 ch2ch=ch2 OH 71 320292 200920255 [Table 2]

化合物編號 ‘ A X1 R1 R2 R8 1-34 A-5 0 ch2ch=ch2 一 OH 1-35 A-l 0 CHzC^CH — OH 1-36 A-2 0 ch2c=ch 一 OH 1-37 A-3 0 ch2c=ch 一 OH 1-38 Α·4 0 ch2c=ch 一- OH 1-39 A-5 0 ch2c=ch '— OH 1-40 A-l 0 ch2cf8 — OH 1-41 A-2 0 CH2CFs — OH 1-42 A-3 0 ch2cf8 — OH 1-43 Α·4 0 ch2cf3 — OH 1-44 A-5 0 CHgCFg — OH 1-45 . A-l 0 ch2ch2f 一 OH 1-46 A-l 0 ch2ch2ci 一 OH 1-47 A-l 0 ch2ch2cf8 — OH 1-48 A-l 0 ch2ch=gci2 — OH 1.49 A-l 0 CH2OMe — OH 1-50 A-l 0 CH2OEt — OH 1-51 A-2 0 CH20Et — OH 1-52 A-3 0 CH20Et — OH 1-53 A'4 0 CH20Et — OH 1-54 A-5 0 CHjjOEt 一 OH 1-55 ΑΊ 0 CH(Me)OMe — OH 1-56 A-l 0 CH(Me)OEt — OH 1-57 A-l 0 CH20Ph — OH 1-58 A-l 0 CH2OCH2CH2OMe 一 OH 1-59 A-l 0 i IJH2OCH2 CFg — OH 1-60 A-2 0 ch2och2cf3 — OH 1-61 A-3 0 ch2och2cf8 — OH 1-62 A-4 0 ch2och2cf8 — OH 1-63 Α·5 0 ch2och2cf8 — OH 1-64 A-l 0 CH(Me)OCH2CF3 OH 1-65 A-l 0 CH2OCH2-^^ — OH 1-66 A-l 0 CH(Me)OGH2-^^ — DH 1-67 A-l 0 3H20CH2CH2S02Me — DH 1-68 A-l 0 3H2OCHzCH2CN - &lt; )H 1-69 A-l 0 3H20C(=0)teBu 一 &lt; 1-70 Α·1 0 3H2SMe 一 ( DH 72 320292 200920255 【表3】Compound number ' A X1 R1 R2 R8 1-34 A-5 0 ch2ch=ch2 OH 1-35 Al 0 CHzC^CH — OH 1-36 A-2 0 ch2c=ch OH 1-37 A-3 0 ch2c =ch-OH 1-38 Α·4 0 ch2c=ch--OH 1-39 A-5 0 ch2c=ch '- OH 1-40 Al 0 ch2cf8 — OH 1-41 A-2 0 CH2CFs — OH 1- 42 A-3 0 ch2cf8 — OH 1-43 Α·4 0 ch2cf3 — OH 1-44 A-5 0 CHgCFg — OH 1-45 . Al 0 ch2ch2f — OH 1-46 Al 0 ch2ch2ci — OH 1-47 Al 0 Ch2ch2cf8 — OH 1-48 Al 0 ch2ch=gci2 — OH 1.49 Al 0 CH2OMe — OH 1-50 Al 0 CH2OEt — OH 1-51 A-2 0 CH20Et — OH 1-52 A-3 0 CH20Et — OH 1-53 A'4 0 CH20Et — OH 1-54 A-5 0 CHjjOEt-OH 1-55 ΑΊ 0 CH(Me)OMe — OH 1-56 Al 0 CH(Me)OEt — OH 1-57 Al 0 CH20Ph — OH 1 -58 Al 0 CH2OCH2CH2OMe-OH 1-59 Al 0 i IJH2OCH2 CFg — OH 1-60 A-2 0 ch2och2cf3 — OH 1-61 A-3 0 ch2och2cf8 — OH 1-62 A-4 0 ch2och2cf8 — OH 1-63 Α·5 0 ch2och2cf8 — OH 1-64 Al 0 CH(Me)OCH2CF3 OH 1-65 Al 0 CH2OCH2-^^ — OH 1-66 Al 0 CH(Me)OGH2-^^ — DH 1-67 Al 0 3H20CH2CH2S02M e — DH 1-68 A-l 0 3H2OCHzCH2CN - &lt; )H 1-69 A-l 0 3H20C(=0)teBu a &lt; 1-70 Α·1 0 3H2SMe A ( DH 72 320292 200920255 [Table 3]

化合物編號 A X1 R1 R2 R8 1-71 Α·4 0 CH2SMe — OH 1-72 A-l 0 CH2SEt 一 OH 1-73 A-l 0 CH2S-EL-Pr 一 OH 1-74 A-l 0 CH(Me)SMe — OH Γ75 A-l 0 CH(Me)SEt 一 0H 1-76 Α·1 0 CH(Me)S-n-Pr — OH 1-77 A-l 0 CH2SOMe — OH 1-78 A-l 0 CH2S0Et 一 0H 1-79 A-l 0 CH2S〇-n-Pr 一 OH 1-80 A-l 0 CH2S02Me — OH 1-81 Α·4 0 CH2S02Me — 0H 1-82 A-l 0 CH2S02Et 一 OH 1-83 A-l 0 CH2S02-ii-Pr 一 OH 1-84 Α·1 0 CH(Me)S02Me 一 OH 1-85 A_1 0 CH(Me)S02Et —* OH 1-86 A-l 0 CH(Me)S02-n-Pr 一 OH 1-87 A-l 0 CH2CH2OH 一 0H 1-88 A-l 0 CH2CH2OMe — OH 1-89 A-l 0 CH2CH2OEt 一 OH 1-90 A-l 0 CH(Me)CH2OMe — 0H 1-91 .A-l 0 CH2CH2SMe — . OH 1-92 A.l 0 CH2CH2S02Me — OH 1-93 A-l 0 CH2CH2CH2OMe —' OH 1-94 A.l 0 CH2C(=0)Me — OH 1-95 A-l 0 CH2C(=0)0Me — OH 1-96 A-l 0 CH2C(=0)0Et — OH 1-97 A-l 0 CH2C(=0)0-n-Pr — 0H 1-98 A-l 0 CH2C(=0)0-i-Pr — OH 1-99 A-l 0 CH2C(=0)0-t-Bu — 0H 1-100 A-l 0 CH2C(=〇)NMe2 — OH 1-101 A-l 0 0020(=0)-^00 — OH 1102 A-l 0 CH2CN — OH 1-103 A-l 0 ch2ch2cn — 0H 1-104 A-l 0 CH(Me)CH2CN — 0H 1-105 A-l 0 CH2CH2CH2CN — OH 1-106 A-l 0 ch2ch2no2 一 OH 1-107 Α·1 0 Bn — OH 1-108 A-l 0 (2-F)Bn - OH 73 320292 200920255 【表4】Compound No. A X1 R1 R2 R8 1-71 Α·4 0 CH2SMe — OH 1-72 Al 0 CH2SEt-OH 1-73 Al 0 CH2S-EL-Pr-OH 1-74 Al 0 CH(Me)SMe — OH Γ75 Al 0 CH(Me)SEt - 0H 1-76 Α·1 0 CH(Me)Sn-Pr — OH 1-77 Al 0 CH2SOMe — OH 1-78 Al 0 CH2S0Et A 0H 1-79 Al 0 CH2S〇-n -Pr-OH 1-80 Al 0 CH2S02Me — OH 1-81 Α·4 0 CH2S02Me — 0H 1-82 Al 0 CH2S02Et-OH 1-83 Al 0 CH2S02-ii-Pr-OH 1-84 Α·1 0 CH (Me)S02Me-OH 1-85 A_1 0 CH(Me)S02Et —* OH 1-86 Al 0 CH(Me)S02-n-Pr-OH 1-87 Al 0 CH2CH2OH -0H 1-88 Al 0 CH2CH2OMe — OH 1-89 Al 0 CH2CH2OEt-OH 1-90 Al 0 CH(Me)CH2OMe — 0H 1-91 .Al 0 CH2CH2SMe — . OH 1-92 Al 0 CH2CH2S02Me — OH 1-93 Al 0 CH2CH2CH2OMe —' OH 1- 94 Al 0 CH2C(=0)Me — OH 1-95 Al 0 CH2C(=0)0Me — OH 1-96 Al 0 CH2C(=0)0Et — OH 1-97 Al 0 CH2C(=0)0-n -Pr — 0H 1-98 Al 0 CH2C(=0)0-i-Pr — OH 1-99 Al 0 CH2C(=0)0-t-Bu — 0H 1-100 Al 0 CH2C(=〇)NMe2 — OH 1-101 Al 0 0020(=0)-^00 — OH 1102 Al 0 CH2 CN — OH 1-103 Al 0 ch2ch2cn — 0H 1-104 Al 0 CH(Me)CH2CN — 0H 1-105 Al 0 CH2CH2CH2CN — OH 1-106 Al 0 ch2ch2no2 One OH 1-107 Α·1 0 Bn — OH 1 -108 Al 0 (2-F)Bn - OH 73 320292 200920255 [Table 4]

化合物編號 A X1 R1 R2 E3 1-109 Α·1 0 (3_F)Bn — OH 1-110 A-l 0 (4-F)Bn — OH 1111 Α·1 0 (2-Cl)Bn — OH 1112 A-l 0 (3-C])Bn — OH 1-113 A-l 0 (4-CDBn — OH 1-114 A-l 0 (2-Me)Bn — OH 1-115 A-l 0 (3-Me)Bn — OH 1116 A-l 0 (4-Me)Bn 一 OH 1-117 A-l 0 (2-CF3)Bn — OH 1-118 A-l 0 (3-CFs)Bn — OH 1-119 A-l 0 (4-CF3)Bn — OH 1-120 A-l 0 (2OMe)Bn — OH 1-121 A-2 0 (2-0Me)Bn 一 OH 1-122 A-3 0 (2OMe)Bn 一 OH 1-123 A&quot;4 0 (2-〇Me)Bn — OH 1-124 Α·5 0 (2OMe)Bn — OH 1-125 Α·1 0 (3OMe)Bn — OH 1-126 Α·1 0 (4-0Me)Bn — OH 1-127 Α·1 0 (2,4-(OMe)2)Bn — OH 1-128 A.l 0 (2,6-(OMe)jj)Bn — OH 1-129 Α·1 0 (3,5-(OMe)2)Bn — OH ΙΊ30 A*1 0 CHCMe)Ph — OH 1-131 A-l 0 — OH 1-132 Α·2 0 — OH 1-133 A-3 0 — OH 1-134 A-4 0 — OH 1-135 A&quot;5 0 — OH 1136 A-l 0 ~Os — OH 1-137 A-l 0 ^Cso2 — OH 1-138 A-l 0 — OH 74 320292 200920255 【表5】Compound No. A X1 R1 R2 E3 1-109 Α·1 0 (3_F)Bn — OH 1-110 Al 0 (4-F)Bn — OH 1111 Α·1 0 (2-Cl)Bn — OH 1112 Al 0 ( 3-C])Bn — OH 1-113 Al 0 (4-CDBn — OH 1-114 Al 0 (2-Me)Bn — OH 1-115 Al 0 (3-Me)Bn — OH 1116 Al 0 (4 -Me)Bn-OH 1-117 Al 0 (2-CF3)Bn - OH 1-118 Al 0 (3-CFs)Bn - OH 1-119 Al 0 (4-CF3)Bn - OH 1-120 Al 0 (2OMe)Bn — OH 1-121 A-2 0 (2-0Me)Bn-OH 1-122 A-3 0 (2OMe)Bn-OH 1-123 A&quot;4 0 (2-〇Me)Bn — OH 1-124 Α·5 0 (2OMe)Bn — OH 1-125 Α·1 0 (3OMe)Bn — OH 1-126 Α·1 0 (4-0Me)Bn — OH 1-127 Α·1 0 (2 , 4-(OMe)2)Bn — OH 1-128 Al 0 (2,6-(OMe)jj)Bn — OH 1-129 Α·1 0 (3,5-(OMe)2)Bn — OH ΙΊ30 A*1 0 CHCMe)Ph — OH 1-131 Al 0 — OH 1-132 Α·2 0 — OH 1-133 A-3 0 — OH 1-134 A-4 0 — OH 1-135 A&quot;5 0 — OH 1136 Al 0 ~Os — OH 1-137 Al 0 ^Cso2 — OH 1-138 Al 0 — OH 74 320292 200920255 [Table 5]

化合物編號 A X1 E1 R2 Rs 1-139 A1 0 ~Cs 一 OH ΙΊ40 A-2 0 — OH Γ141 A-3 0 ~Cs — OH 1-142 A-4 0 ~Cs 一 OH 1-143 A~5 0 -^s — OH 1-144 A-l 0 — OH 1-145 A-l 0 wMe - OH Ι·146 A-2 0 π 一 OH 1-147 A-3 0 4Me 一 -OH 1-148 A-4 0 ^Me — OH ΙΊ49 A，5 0 -^Me — OH 1-150 A-l 0 -^CFS — OH 1-151 A-l 0 -^Me — OH 1-152 A-l 0 一 OH 1-153 A-l 0 — OH 1-154 A-l 0 -aMe — OH 75 320292 200920255 【表6】Compound No. A X1 E1 R2 Rs 1-139 A1 0 ~Cs-OH ΙΊ40 A-2 0 — OH Γ141 A-3 0 ~Cs — OH 1-142 A-4 0 ~Cs-OH 1-143 A~5 0 -^s — OH 1-144 Al 0 — OH 1-145 Al 0 wMe - OH Ι·146 A-2 0 π-OH 1-147 A-3 0 4Me 1-OH 1-148 A-4 0 ^Me —OH ΙΊ49 A,5 0 —^Me — OH 1-150 Al 0 —^CFS — OH 1-151 Al 0 —^Me — OH 1-152 Al 0—OH 1-153 Al 0 — OH 1-154 Al 0 -aMe — OH 75 320292 200920255 [Table 6]

化合物編號 A X1 R1 R2 K8 1-155 A-1 0 VN — OH ΓΙ56 A-1 0 -frMe ^ Me — OH 1-157 A-1 0 Me OH 1-158 A-1 0 n-n Me 一 OH 1-159 A-1 0 — OH 1-160 A-1 0 —&lt;NJMe — OH 1-161 Α·1 0 — OH 1-162 A-1 0 -v — OH 1-163 A-1 0 — OH 1-164 A-1 0 ΝγΜβ Me n^cf3 —[ OH 1-165 A-1 0 —(，fl n-n Me OH 1-166 A-1 0 o — OH 1.167 A-1 0 ~〇2 — OH 1-168 Α·1 0 -Nx_y° — OH 76 320292 200920255 【表7】Compound No. A X1 R1 R2 K8 1-155 A-1 0 VN — OH ΓΙ 56 A-1 0 -frMe ^ Me — OH 1-157 A-1 0 Me OH 1-158 A-1 0 nn Me OH 1- 159 A-1 0 — OH 1-160 A-1 0 —&lt;NJMe — OH 1-161 Α·1 0 — OH 1-162 A-1 0 —v — OH 1-163 A-1 0 — OH 1 -164 A-1 0 ΝγΜβ Me n^cf3 —[ OH 1-165 A-1 0 —(, fl nn Me OH 1-166 A-1 0 o — OH 1.167 A-1 0 ~〇2 — OH 1- 168 Α·1 0 -Nx_y° — OH 76 320292 200920255 [Table 7]

77 320292 200920255 【表8】77 320292 200920255 [Table 8]

化合物编號 A X1 R1 R2 R8 1-183 A-1 0 cf3 — OH 1-184 Α·1 0 OMe — OH 1-185 A-l 0 一 OH 1-186 A-l 0 -〇-α — OH 1-187 Α·1 0 -〇-Me 一 OH 1-188 Α·1 0 -Q-3 — OH 1-189 Α-1 0 — OH M90 Α-2 0 — 一 OH 1-191 Α-3 0 — OH 1-192 Α-4 0 —^~V&quot;OMe — OH 1193 Α·5 0 一 OH 1-194 Α-1 0 一 OH 1-195 Α-1 0 N-^ — OH 1196 Α-1 0 N=\ N-\ cf3 OMe — OH 1-197 Α-1 0 N=( OMe — OH 78 320292 200920255 【表9】Compound No. A X1 R1 R2 R8 1-183 A-1 0 cf3 — OH 1-184 Α·1 0 OMe — OH 1-185 Al 0-OH 1-186 Al 0 -〇-α — OH 1-187 Α ·10-〇-Me-OH 1-188 Α·1 0 -Q-3 — OH 1-189 Α-1 0 — OH M90 Α-2 0 — OH 1-191 Α-3 0 — OH 1- 192 Α-4 0 —^~V&quot;OMe — OH 1193 Α·5 0 OH 1-194 Α-1 0 OH 1-195 Α-1 0 N-^ — OH 1196 Α-1 0 N=\ N -\ cf3 OMe — OH 1-197 Α-1 0 N=( OMe — OH 78 320292 200920255 [Table 9]

化合物編號 A X1 κ1 R2 R8 1-198 A-1 0 OMe Ν=&lt; — OH 1-199 Α·1 0 — OH 1-200 Α·1 0 Ν^2 ~Ίην — OH νη2 1-201 ΑΊ 0 — OH 1-202 A-l 0 — OH 1-203 Α.2 0 — OH 1-204 Α-3 0 — OH 1-205 Α'4 0 一 OH 1-206 Α&quot;5 0 — OH 1-207 Α·1 0 — OH 1-208 Α-1 0 — OH 79 320292 200920255 【表10】Compound No. A X1 κ1 R2 R8 1-198 A-1 0 OMe Ν=&lt; — OH 1-199 Α·1 0 — OH 1-200 Α·1 0 Ν^2 ~Ίην — OH νη2 1-201 ΑΊ 0 — OH 1-202 Al 0 — OH 1-203 Α.2 0 — OH 1-204 Α-3 0 — OH 1-205 Α'4 0 OH 1-206 Α&quot;5 0 — OH 1-207 Α· 1 0 — OH 1-208 Α-1 0 — OH 79 320292 200920255 [Table 10]

化合物編號 A X1 E1 _ R2 R8 1-209 A-1 0 — OH 1-210 ΑΊ 0 1? — OH 1-211 A-1 0 Γ CH2~p — OH 1-212 A-1 0 ^Me — OH 1-213 Α·1 0 — OH 1-214 A-1 0 nh2 — OH 1-215 A-1 0 NHMe — OH 1-216 A-1 0 NMe2 — OH 1-217 A-1 0 OMe — OH 1-218 A-1 0 Olt — OH 1-219 A-1 0 Me 5-F OH 1-220 A-1 0 Me 6-F OH 1-221 A-1 0 Me 7-F OH 1-222 A-1 0 Me 8-F OH 1-223 A-1 0 Me 5-C1 OH 1-224 A-1 0 CH2CH2OMe 5-C1 OH 1-225 A-1 0 Me 6-C1 OH 1-226 A-1 0 CH2CH2OMe 6-C1 OH 1-227 A-1 0 Me 7-C1 OH 1-228 A-1 0 CHzCHzOMe 7-C1 OH 1-229 A-1 0 Me 8-C1 OH 1-230 A-1 0 CH2CH2OMe 8-C1 OH 1-232 A-1 0 Me 7-Me OH 1-233 A-1 0 Me 6-CFs OH 1-234 A-1 0 Me 7-CFs OH 1-235 A-1 0 Me 6-OH OH 1-236 A-1 0 Me 7-OH OH 80 320292 200920255 【表11】Compound No. A X1 E1 _ R2 R8 1-209 A-1 0 — OH 1-210 ΑΊ 0 1? — OH 1-211 A-1 0 Γ CH2~p — OH 1-212 A-1 0 ^Me — OH 1-213 Α·1 0 — OH 1-214 A-1 0 nh2 — OH 1-215 A-1 0 NHMe — OH 1-216 A-1 0 NMe2 — OH 1-217 A-1 0 OMe — OH 1 -218 A-1 0 Olt — OH 1-219 A-1 0 Me 5-F OH 1-220 A-1 0 Me 6-F OH 1-221 A-1 0 Me 7-F OH 1-222 A- 1 0 Me 8-F OH 1-223 A-1 0 Me 5-C1 OH 1-224 A-1 0 CH2CH2OMe 5-C1 OH 1-225 A-1 0 Me 6-C1 OH 1-226 A-1 0 CH2CH2OMe 6-C1 OH 1-227 A-1 0 Me 7-C1 OH 1-228 A-1 0 CHzCHzOMe 7-C1 OH 1-229 A-1 0 Me 8-C1 OH 1-230 A-1 0 CH2CH2OMe 8 -C1 OH 1-232 A-1 0 Me 7-Me OH 1-233 A-1 0 Me 6-CFs OH 1-234 A-1 0 Me 7-CFs OH 1-235 A-1 0 Me 6-OH OH 1-236 A-1 0 Me 7-OH OH 80 320292 200920255 [Table 11]

化合物編號 A X1 R1 E2 Rs 1-237 ΑΊ 0 Me 6_OMe OH 1-238 A-1 0 Me 7-OMe OH 1-239 A-1 0 Me 6-0CFs OH 1-240 A1 0 Me 7-0CFs OH 1-241 A.l 0 Me 5-SMe OH 1-242 A-1 0 Me 6-SMe OH 1-243 Α·1 0 Me 7-SMe OH 1-244 ΑΙ 0 Me 8-SMe OH 1-245 A-1 0 Me 5-SOgMe OH 1-246 A-1 0 Me e^SOgMe OH 1-247 A-1 0 Me 7-S02Me OH 1-248 A-1 0 Me 8-S02Me OH 1-249 A-1 0 Me 6-N02 OH 1-250 A-1 0 Me 7-N02 OH 1-251 A-1 0 Me 6-NH2 OH 1-252 A.l 0 Me 7-NH2 OH 1-253 A-1 0 Me 7-CN OH 1-254 A-1 0 Me 6,7-Cl2 OH 1-255 A-1 0 Me 6,7-Me2 OH 1-256 A-1 s Me — DH 1-257 Α·4 0 Me — S(n-He^ 1-258 Α·4 0 Me — SO(n-Hex) 1.259 A'4 0 Me — ' SOs(n-Hex) 1-260 A'4 0 Me — SPh 1-261 A-4 0 Me — SOPh 1-262 A.4 0 Me — S02Ph 1-263 A-1 0 -〇 \J 一 OH 1-264 A-1 0 — OH 1-265 A-1 0 一 OH 81 320292 200920255 【表12】Compound No. A X1 R1 E2 Rs 1-237 ΑΊ 0 Me 6_OMe OH 1-238 A-1 0 Me 7-OMe OH 1-239 A-1 0 Me 6-0CFs OH 1-240 A1 0 Me 7-0CFs OH 1 -241 Al 0 Me 5-SMe OH 1-242 A-1 0 Me 6-SMe OH 1-243 Α·1 0 Me 7-SMe OH 1-244 ΑΙ 0 Me 8-SMe OH 1-245 A-1 0 Me 5-SOgMe OH 1-246 A-1 0 Me e^SOgMe OH 1-247 A-1 0 Me 7-S02Me OH 1-248 A-1 0 Me 8-S02Me OH 1-249 A-1 0 Me 6 -N02 OH 1-250 A-1 0 Me 7-N02 OH 1-251 A-1 0 Me 6-NH2 OH 1-252 Al 0 Me 7-NH2 OH 1-253 A-1 0 Me 7-CN OH 1 -254 A-1 0 Me 6,7-Cl2 OH 1-255 A-1 0 Me 6,7-Me2 OH 1-256 A-1 s Me — DH 1-257 Α·4 0 Me — S(n- He^ 1-258 Α·4 0 Me — SO(n-Hex) 1.259 A'4 0 Me — ' SOs(n-Hex) 1-260 A'4 0 Me — SPh 1-261 A-4 0 Me — SOPh 1-262 A.4 0 Me — S02Ph 1-263 A-1 0 -〇\J-OH 1-264 A-1 0 — OH 1-265 A-1 0 One OH 81 320292 200920255 [Table 12]

化合物编號 A X1 R1 K2 R3 1-266 A-1 0 — OH 1-267 A-1 0 c： — OH 1-268 A-1 0 N^/CF3 — OH 1-269 A-1 0 一 OH 1-270 A-1 0 一 OH 1.271 A-1 0 — OH 1-272 A-1 0 Me 一 OH 1-273 A-1 0 -i^C1 — OH 1-274 A-1 0 NHEt NHi-Pr — OH 1-275 A-1 0 A — OH 1-276 A-1 0 Me ~M^N — OH 82 320292 200920255 【表13】Compound No. A X1 R1 K2 R3 1-266 A-1 0 — OH 1-267 A-1 0 c: — OH 1-268 A-1 0 N^/CF3 — OH 1-269 A-1 0 One OH 1-270 A-1 0-OH 1.271 A-1 0 — OH 1-272 A-1 0 Me-OH 1-273 A-1 0 -i^C1 — OH 1-274 A-1 0 NHEt NHi-Pr — OH 1-275 A-1 0 A — OH 1-276 A-1 0 Me ~M^N — OH 82 320292 200920255 [Table 13]

化合物编號 A X1 Ε1 R2 R3 1-277 A-1 0 一 OH 1-278 A_1 0 N(Me)C(=〇)〇t-Bu — OH 1_279 Α·1 0 5-F OH 1-280 A-l 0 Bn 6-F OH 1-281 Α·1 0 6-F OH 1-282 Α·1 0 Me 5-CH2OMe OH 1-283 Α-1 0 —^V~OMe 5,7-F2 OH 1-284 Α·1 0 7-C1 OH 1-285 Α-1 0 CH2-c-Pr — OH 1_286 Α-1 0 CH2&quot;c-Bu — OH 1-287 Α-1 0 CH2c-Pen — OH 1-288 Α-1 0 CH20*cePen — OH 1-289 Α-1 0 ch2ch2nh2 — OH 1-290 Α-1 0 CH2CH2NHEt — OH 1-291 Α-1 0 CH2CH2NMe2 — OH 1-292 Α·1 0 CH2CH2NEt2 OH 1-293 Α-1 0 GH2CH2CHO — OH 1-294 Α-1 0 ch2^F — OH 1-295 ΑΛ 0 CH&gt;C1 一 OH 1-296 Α-1 0 CH2OCH2-c-Pr - OH 1-297 Α-1 0 CH2SP1i •— OH 1-298 Α-1 0 ch2ch2o-/3 一 OH 83 320292 200920255 【表14】Compound No. A X1 Ε1 R2 R3 1-277 A-1 0-OH 1-278 A_1 0 N(Me)C(=〇)〇t-Bu — OH 1_279 Α·1 0 5-F OH 1-280 Al 0 Bn 6-F OH 1-281 Α·1 0 6-F OH 1-282 Α·1 0 Me 5-CH2OMe OH 1-283 Α-1 0 —^V~OMe 5,7-F2 OH 1-284 Α·1 0 7-C1 OH 1-285 Α-1 0 CH2-c-Pr — OH 1_286 Α-1 0 CH2&quot;c-Bu — OH 1-287 Α-1 0 CH2c-Pen — OH 1-288 Α -1 0 CH20*cePen — OH 1-289 Α-1 0 ch2ch2nh2 — OH 1-290 Α-1 0 CH2CH2NHEt — OH 1-291 Α-1 0 CH2CH2NMe2 — OH 1-292 Α·1 0 CH2CH2NEt2 OH 1-293 Α-1 0 GH2CH2CHO — OH 1-294 Α-1 0 ch2^F — OH 1-295 ΑΛ 0 CH&gt;C1-OH 1-296 Α-1 0 CH2OCH2-c-Pr - OH 1-297 Α-1 0 CH2SP1i •— OH 1-298 Α-1 0 ch2ch2o-/3 OH 83 320292 200920255 [Table 14]

化合物編號 A X1 R1 R2 E8 1-299 A-1 0 CH2SCHzCF3 — OH 1-300 A-1 0 ch2soch2cf3 — OH 1-301 A-1 0 ch2so2ch2cf3 — OH 1-302 Α·1 0 CH2OCH2P1i — OH 1-303 A-1 0 CHjjSOPil — OH Γ304 A-1 0 CH2S02P1i — OH Γ305 A-1 0 CHzOCH2CH2SMe — OH 1-306 A-1 0 CH2OCH2CHzSOMe 一 OH Γ307 A-1 0 CH2CH2CH(OEt)2 — OH 1-308 A-1 0 CH2C〇Vie)=NOMe — OH 1-309 A-1 0 CH2CH2ON=CMe2 一 OH 1-310 A-1 0 Me 7-CH=CMe2 OH 1-311 A-1 0 Me 7-CsGMe OH 1-312 A-1 0 Me 7&quot;CH2&quot;C&quot;Pr OH 1-313 A-1 0 Me 7-C(Me)=CF2 OH Γ314 A-1 0 Me F 7.jF OH 1-315 A-1 0 Me 7&quot;0~c*Pr OH 1-316 A-1 0 Me 7' ch2-&lt;^f OH 1-317 A-1 0 Me 7-〇CH2fcc-Pr OH 1-318 A-1 0 Me 7-0CH20Me OH 1-319 A-1 0 Me 7-0C(=0)Me OH 1-320 A-1 0 Me 7-SOMe OH 1-321 A-1 0 Me 7-SCF8 OH 1-322 Α·1 0 Me 7-SOCH2CF3 OH 1-323 A-1 0 Me 7-S02CH2CF8 OH 1-324 A-1 0 Me 7*NMe2 OH 1-325 A-1 0 Me 7-NHC(=0)Me OH 1-326 A-1 0 Me 7-CH2〇H OH 1-327 A-1. 0 Me 7-CH(OEt)2 OH 1-328 A-1 0 Me 7-GHgSMe OH 1-329 A，1 0 Me 7-CH2SOMe OH 1-330 A-1 0 Me 7-CH2S02Me OH 1-331 A-1 0 Me 7-CH2SCHF2 OH 1-332 A-1 0 Me 7-CH2SOCHF2 OH 1-333 A-1 0 Me 7-CH2S02CHF2 OH 84 320292 200920255 【表15】 化合物編號 A X1 R1 R2 R3 1-334 A-1 0 Me 7-CH2CN OH 1-335 A-1 0 Me 7-C(Me)=NOMe OH 1-336 A-1 0 Me 7-C(=0)NH2 OH 1-337 A-1 0 Me 7_~〇 OH 1-338 Α·1 0 CH2OCH2Ph(2-F) — OH 1-339 A-1 0 CH2OCH2Ph(2-Cl) 1-340 A-1 0 ΟΗ2ΟΟΗ2Ρ^2-Ν〇2) 一 OH 1-341 A-1 0 CH2OCH2Ph(2-CN) — OH 1-342 A-1 0 CH2OCH2Ph(2-Me) _ OH 1-343 A-1 0 CH2OCH2Ph(2-CF3) 一 OH 1-344 A-1 0 CH20CH2Ph(2-0Me) — OH P345 A-1 0 CH20CH2P1i(2-0CF3) — OH 1-346 A-1 0 CH2OCH2Ph(2-SMe) — OH 1-347 A-1 0 CH20CH2Ph(2-S02Me) — OH 1-348 A-1 0 CH2OCH2Ph(2-SCF3) 一 OH 1-349 A-1 0 CH20CH2Ph(2-C02Me) — OH 1-350 A-1 0 CH2OCH2Ph(2-COMe) — OH 1-351 A-1 0 (2-N〇2)Bn — OH 1-352 A-1 0 (2-CN)Bn — · OH 1-353 A-1 0 (3-SMe)Bn — OH 1-354 A-1 0 (3-S02Me)Bn — OH 1-355 A-1 0 (3-SCFs)Bn — OH 1-356 A-1 0 丨:3-C02Me)Bn — OH 1-357 A-1 0 (3-COMe)Bn — OH 1-358 A-1 0 (3-〇Me)Bn — OH 1-359 A-1 0 -/\no2 N=/ 2 — OH 1-360 A-1 0 —/^&gt;-CN OH 1-361 A-1 0 -/&gt;&lt;1 — OH Γ362 A-1 0 —^~^~SMe 一 DH . 85 320292 200920255 【表16】Compound No. A X1 R1 R2 E8 1-299 A-1 0 CH2SCHzCF3 — OH 1-300 A-1 0 ch2soch2cf3 — OH 1-301 A-1 0 ch2so2ch2cf3 — OH 1-302 Α·1 0 CH2OCH2P1i — OH 1-303 A-1 0 CHjjSOPil — OH Γ304 A-1 0 CH2S02P1i — OH Γ305 A-1 0 CHzOCH2CH2SMe — OH 1-306 A-1 0 CH2OCH2CHzSOMe —OH Γ307 A-1 0 CH2CH2CH(OEt)2 — OH 1-308 A- 1 0 CH2C〇Vie)=NOMe — OH 1-309 A-1 0 CH2CH2ON=CMe2-OH 1-310 A-1 0 Me 7-CH=CMe2 OH 1-311 A-1 0 Me 7-CsGMe OH 1- 312 A-1 0 Me 7&quot;CH2&quot;C&quot;Pr OH 1-313 A-1 0 Me 7-C(Me)=CF2 OH Γ314 A-1 0 Me F 7.jF OH 1-315 A-1 0 Me 7&quot;0~c*Pr OH 1-316 A-1 0 Me 7' ch2-&lt;^f OH 1-317 A-1 0 Me 7-〇CH2fcc-Pr OH 1-318 A-1 0 Me 7- 0CH20Me OH 1-319 A-1 0 Me 7-0C(=0)Me OH 1-320 A-1 0 Me 7-SOMe OH 1-321 A-1 0 Me 7-SCF8 OH 1-322 Α·1 0 Me 7-SOCH2CF3 OH 1-323 A-1 0 Me 7-S02CH2CF8 OH 1-324 A-1 0 Me 7*NMe2 OH 1-325 A-1 0 Me 7-NHC(=0)Me OH 1-326 A -1 0 Me 7-CH2〇H OH 1-327 A-1. 0 Me 7-CH(OEt)2 OH 1-328 A-1 0 Me 7-GHgSMe OH 1-329 A,1 0 Me 7-CH2SOMe O H 1-330 A-1 0 Me 7-CH2S02Me OH 1-331 A-1 0 Me 7-CH2SCHF2 OH 1-332 A-1 0 Me 7-CH2SOCHF2 OH 1-333 A-1 0 Me 7-CH2S02CHF2 OH 84 320292 200920255 [Table 15] Compound No. A X1 R1 R2 R3 1-334 A-1 0 Me 7-CH2CN OH 1-335 A-1 0 Me 7-C(Me)=NOMe OH 1-336 A-1 0 Me 7-C(=0)NH2 OH 1-337 A-1 0 Me 7_~〇OH 1-338 Α·1 0 CH2OCH2Ph(2-F) — OH 1-339 A-1 0 CH2OCH2Ph(2-Cl) 1 -340 A-1 0 ΟΗ2ΟΟΗ2Ρ^2-Ν〇2) OH 1-341 A-1 0 CH2OCH2Ph(2-CN) — OH 1-342 A-1 0 CH2OCH2Ph(2-Me) _ OH 1-343 A -1 0 CH2OCH2Ph(2-CF3)-OH 1-344 A-1 0 CH20CH2Ph(2-0Me) — OH P345 A-1 0 CH20CH2P1i(2-0CF3) — OH 1-346 A-1 0 CH2OCH2Ph(2- SMe) — OH 1-347 A-1 0 CH20CH2Ph(2-S02Me) — OH 1-348 A-1 0 CH2OCH2Ph(2-SCF3)-OH 1-349 A-1 0 CH20CH2Ph(2-C02Me) — OH 1 -350 A-1 0 CH2OCH2Ph(2-COMe) — OH 1-351 A-1 0 (2-N〇2)Bn — OH 1-352 A-1 0 (2-CN)Bn — · OH 1-353 A-1 0 (3-SMe)Bn — OH 1-354 A-1 0 (3-S02Me)Bn — OH 1-355 A-1 0 (3-SCFs)Bn — OH 1-356 A-1 0 丨:3-C02Me)Bn — OH 1-357 A-1 0 (3-COMe)Bn — OH 1-358 A-1 0 (3-〇Me)Bn — OH 1-359 A-1 0 —/\no2 N=/ 2 — OH 1-360 A-1 0 —/ ^&gt;-CN OH 1-361 A-1 0 -/&gt;&lt;1 — OH Γ362 A-1 0 —^~^~SMe A DH . 85 320292 200920255 [Table 16]

化合物編號 A X1 R1 R2 R8 1-363 A-1 0 Et 5-Cl OH 1-364 Α·1 0 n-Bu 5-C1 OH 1-365 A-l 0 一(V-Me 5-F OH 1-366 A-l 0 5-Cl OH 1-367 A-l 0 5-Me OH 1-368 Α·1 0 7-Me OH 1-369 A-l 0 —Me 7-CFs OH 1-370 A-l 0 7-OMe OH 1-371 A-l 0 Me 6-F OH 1-372 A-l 0 Me 6-CF8 OH 1-373 A-l 0 — — — OH 1-374 A，1 0 /=N 5-F OH 1-375 A-l 0 Me 5-Cl OH 1-376 A-l 0 5-Me OH 86 320292 200920255 【表π】Compound No. A X1 R1 R2 R8 1-363 A-1 0 Et 5-Cl OH 1-364 Α·1 0 n-Bu 5-C1 OH 1-365 Al 0 One (V-Me 5-F OH 1-366 Al 0 5-Cl OH 1-367 Al 0 5-Me OH 1-368 Α·1 0 7-Me OH 1-369 Al 0 —Me 7-CFs OH 1-370 Al 0 7-OMe OH 1-371 Al 0 Me 6-F OH 1-372 Al 0 Me 6-CF8 OH 1-373 Al 0 — — — OH 1-374 A,1 0 /=N 5-F OH 1-375 Al 0 Me 5-Cl OH 1 -376 Al 0 5-Me OH 86 320292 200920255 [Table π]

87 320292 200920255 【表18】87 320292 200920255 [Table 18]

化合物編號 A X1 R1 E2 R8 1-388 A_1 0 —ζ. V~〇Me lN 7-OMe OH 1-389 A-l 0 —ζ~V*OMe N-N — OH 1-390 Α·1 0 —ζ~V~〇Me N-N 5-F OH 1-391 A-l 0 —ζ V~OMe N-N 5-C1 OH 1-392 A-l 0 —ζ~V~OMe N-N 5-Me OH 1-393 Α·1 0 —^~V~OMe N-N _. 、 7-Me · OH 1-394 A-l 0 —ζ~V~〇Me N-N 7-OMe OH 1-395 A-l 0 〇 Me -\J&gt;-CF3 OH 320292 200920255 【表19】Compound No. A X1 R1 E2 R8 1-388 A_1 0 —ζ. V~〇Me lN 7-OMe OH 1-389 Al 0 —ζ~V*OMe NN — OH 1-390 Α·1 0 —ζ~V~ 〇Me NN 5-F OH 1-391 Al 0 —ζ V~OMe NN 5-C1 OH 1-392 Al 0 —ζ~V~OMe NN 5-Me OH 1-393 Α·1 0 —^~V~ OMe NN _. , 7-Me · OH 1-394 Al 0 —ζ~V~〇Me NN 7-OMe OH 1-395 Al 0 〇Me -\J&gt;-CF3 OH 320292 200920255 [Table 19]

XIi2j3 6 化合物编號 A X1 R12 E2 R8 Π.1 A-1 0 — — OH Π-2 A-2 0 — — OH Π-3 A3 0 — 一 OH Π-4 A&quot;4 0 — — OH Π-5 A&quot;5 0 — 一 OH Π-6 Α·1 0 2-F — OH Π-7 A.l 0 3-F — OH Π-8 A-1 0 4-F — OH Π-9 A-1 0 2-C1 一 OH Π-10 Α·4 0 2-C1 — OH Π-11 A-1 0 3-C1 — OH ΠΊ2 Ae4 0 3-C1 一 OH Π-13 A-1 0 4-C1 — OH Π-14 A-4 0 4-C1 — OH Π-15 Α·5 0 4-C1 一 OH Π-16 A-1 0 2-Br 一 OH Π-17 Α·1 0 3-Br — OH Π-18 A-1 0 4'Br _ 一 OH Π-19 Al 0 2*Me 一 OH Π-20 A-1 0 3~Me 一- OH Π-21 A-1 0 4&quot;Me — OH Π-22 Al 0 2-Et — OH Π-23 A-1 0 3-Et — OH Π-24 Al 0 4-Et — OH Π-25 Al 0 2&quot;n-Pr — OH Π-26 Al 0 3-n-Pr — OH Π-27 A-1 0 4-n-Pr — OH Π-28 A-1 0 2'i'Pr — OH Π-29 Al 0 3-i-Pr 一 OH Π-30 A-1 0 4-γΡτ — OH Π-31 A-1 0 2-c-Pr 一 OH Π-32 A-1 0 3'C'Pr _ OH Π-33 ΑΊ 0 4&quot;C&quot;Pr — OH 89 320292 200920255 【表20】XIi2j3 6 Compound No. A X1 R12 E2 R8 Π.1 A-1 0 — — OH Π-2 A-2 0 — — OH Π-3 A3 0 — —OH Π-4 A&quot;4 0 — — OH Π- 5 A&quot;5 0 — OH Π-6 Α·1 0 2-F — OH Π-7 Al 0 3-F — OH Π-8 A-1 0 4-F — OH Π-9 A-1 0 2 -C1 -OH Π-10 Α·4 0 2-C1 — OH Π-11 A-1 0 3-C1 — OH ΠΊ2 Ae4 0 3-C1-OH Π-13 A-1 0 4-C1 — OH Π- 14 A-4 0 4-C1 — OH Π-15 Α·5 0 4-C1-OH Π-16 A-1 0 2-Br-OH Π-17 Α·1 0 3-Br — OH Π-18 A -1 0 4'Br _-OH Π-19 Al 0 2*Me-OH Π-20 A-1 0 3~Me--OH Π-21 A-1 0 4&quot;Me — OH Π-22 Al 0 2 -Et — OH Π-23 A-1 0 3-Et — OH Π-24 Al 0 4-Et — OH Π-25 Al 0 2&quot;n-Pr — OH Π-26 Al 0 3-n-Pr — OH Π-27 A-1 0 4-n-Pr — OH Π-28 A-1 0 2'i'Pr — OH Π-29 Al 0 3-i-Pr-OH Π-30 A-1 0 4-γΡτ — OH Π-31 A-1 0 2-c-Pr-OH Π-32 A-1 0 3'C'Pr _ OH Π-33 ΑΊ 0 4&quot;C&quot;Pr — OH 89 320292 200920255 [Table 20]

化合物編號 A X1 κ12 R2 R8 Π-34 A-l 0 2-CFs — OH Π-35 A-2 0 2-CF3 OH Π-36 Α·3 0 2-CFs — OH Π-37 Α·4 0 2-CFs — OH Π-38 Α·5 0 2-CFs ~ OH Π-39 ΑΊ 0 3-CFs 一 OH Π-40 Α-2 0 3-CFs — OH Π-41 Α-3 G 3-CFa — OH Π-42 Aw4 0 3-CFa 一 OH Π-43 Α-5 0 3-CFs — OH 11*44 Α-1 0 4-CF3 — OH Π-45 Α-2 0 4-CF3 — OH Π-46 Α-3 0 4-CFg — OH Π-47 Α-4 0 4-CF8 — OH Π-48 Α-5 0 4-CFg — OH Π-49 Α-1 0 2-OH — OH Π-50 Α-1 0 3-OH — OH Π-51 Α-1 0 4-OH — OH Π-52 Α-1 0 2OMe — OH Π-53 Α-2 0 2OMe — OH Π-54 Α-3 0 2-〇Me — OH Π-55 Α-4 0 2-〇Me — OH Π-56 Α-5 0 2-〇Me — OH - y[&quot;57 ·· Α-1 0 3-OMe — OH Π-58 Α-2 0 3-OMe _ OH Π-59 Α-3 0 3-〇Me — OH Π-60 Α-4 0 3-OMe — OH Π-61 Α-5 0 3-〇Me — OH Π-62 Α-1 0 4*OMe — OH Π-63 Α-2 0 4-〇Me — OH Π-64 Α-3 0 4-〇Me — OH Π-65 Α-4 0 4OMe — OH Π-66 Α-5 0 4-OMe — OH Π-67 Α-1 0 2-OEt 一 OH Π-68 ΑΊ 0 3OEt — OH Π-69 Α-1 0 4-OEt 一. OH Π-70 Α-1 0 2-〇-n*Pr — OH Π-71 Α-1 0 3-〇&quot;n-Pr — OH Π-72 Α-1 0 4-〇'n-Pr 一 OH 90 320292 200920255 【表21】Compound No. A X1 κ12 R2 R8 Π-34 Al 0 2-CFs — OH Π-35 A-2 0 2-CF3 OH Π-36 Α·3 0 2-CFs — OH Π-37 Α·4 0 2-CFs — OH Π-38 Α·5 0 2-CFs ~ OH Π-39 ΑΊ 0 3-CFs-OH Π-40 Α-2 0 3-CFs — OH Π-41 Α-3 G 3-CFa — OH Π- 42 Aw4 0 3-CFa-OH Π-43 Α-5 0 3-CFs — OH 11*44 Α-1 0 4-CF3 — OH Π-45 Α-2 0 4-CF3 — OH Π-46 Α-3 0 4-CFg — OH Π-47 Α-4 0 4-CF8 — OH Π-48 Α-5 0 4-CFg — OH Π-49 Α-1 0 2-OH — OH Π-50 Α-1 0 3 -OH - OH Π-51 Α-1 0 4-OH — OH Π-52 Α-1 0 2OMe — OH Π-53 Α-2 0 2OMe — OH Π-54 Α-3 0 2-〇Me — OH Π -55 Α-4 0 2-〇Me — OH Π-56 Α-5 0 2-〇Me — OH - y[&quot;57 ·· Α-1 0 3-OMe — OH Π-58 Α-2 0 3 -OMe _ OH Π-59 Α-3 0 3-〇Me — OH Π-60 Α-4 0 3-OMe — OH Π-61 Α-5 0 3-〇Me — OH Π-62 Α-1 0 4 *OMe — OH Π-63 Α-2 0 4-〇Me — OH Π-64 Α-3 0 4-〇Me — OH Π-65 Α-4 0 4OMe — OH Π-66 Α-5 0 4-OMe — OH Π-67 Α-1 0 2-OEt-OH Π-68 ΑΊ 0 3OEt — OH Π-69 Α-1 0 4-OEt I. OH Π-70 Α-1 0 2-〇-n*Pr — OH Π-71 Α-1 0 3-〇&quot;n-Pr — OH Π-72 Α-1 0 4-〇 'n-Pr-OH 90 320292 200920255 [Table 21]

化合物编號 A X1 R12 E2 R3 Π-73 Α·1 0 2-〇-i-Pr — OH Π-74 Α·1 0 3-〇-i-Pr — OH Π-75 A-l 0 4-〇-i'Pr — OH Π-76 Α-1 0 2-〇&quot;c*Pr — OH Π-77 Α-1 0 3-〇-c-Pr — OH Π-78 Α-1 0 4-〇-cePr — OH Π-79 Α-1 0 2-OCH2CH=CH2 一 OH Π-80 Α-1 0 3-〇CH2CH=CH2 — OH Π-81 ΑΊ 0 4-OCH2CH=CH2 — OH Π-82 ΑΊ 0 2-〇CH2CsCH — OH Π-83 Α-1 0 3-〇CH2C^CH — OH Π-84 ΑΊ 0 4-〇CH2C=CH — OH Π-85 ΑΊ 0 2-〇CHF2 — OH Π-86 Α-2 0 2-〇CHF2 — OH Π-87 Α-3 0 2-〇CHF2 一 OH Π-88 Α-4 0 2-〇CHF2 一 OH Π-89 Α-5 0 2-〇CHF2 — OH Π-90 Α-1 0 3-OCHF2 一 OH Π-91 Α-2 0 3-〇CHF2 一 OH Π-92 Α-3 0 3-OCHF2 一 ΟΞ Π-93 Α-4 0 3-OCHF2 一 OH Π-94 Α_5 0 3-〇CHF2 — OH Π-95 Α-1 0 4-OCHF2 OH Π:96 Α-2 0 4〇CHF2- —_ ...........—.' OH Π-97 Α-3 0 4-〇CHF2 — OH Π-98 Α-4 0 4-OCHF2 一 OH Π-99 Α·5 0 4-〇CHF2 一 OH π-ιοο Α-1 0 2-OCFs 一 OH Π-101 Α-1 0 3-〇CF8 一 OH ΠΊ02 Α-2 0 3-〇CF8 一 &quot; OH Π-103 Α·3 0 3-0CFs — OH Π-104 Α-4 0 3-〇CF8 一 OH Π-105 Α-5 0 3-OCF3 — OH ΠΊ06 Α-1 0 4-OCF3 一 OH Π-107 Α-2 0 4-OCFg 一 OH Π-108 Α-3 0 4-〇CF8 一 OH Π-109 Α·4 0 4-〇CF3 — OH Π-110 Α-5 0 4-OCF3 一 OH Π-111 Α-1 0 2-0CH2CH20Me 一 OH 91 320292 200920255 【表22】Compound No. A X1 R12 E2 R3 Π-73 Α·1 0 2-〇-i-Pr — OH Π-74 Α·1 0 3-〇-i-Pr — OH Π-75 Al 0 4-〇-i 'Pr — OH Π-76 Α-1 0 2-〇&quot;c*Pr — OH Π-77 Α-1 0 3-〇-c-Pr — OH Π-78 Α-1 0 4-〇-cePr — OH Π-79 Α-1 0 2-OCH2CH=CH2-OH Π-80 Α-1 0 3-〇CH2CH=CH2 — OH Π-81 ΑΊ 0 4-OCH2CH=CH2 — OH Π-82 ΑΊ 0 2-〇 CH2CsCH — OH Π-83 Α-1 0 3-〇CH2C^CH — OH Π-84 ΑΊ 0 4-〇CH2C=CH — OH Π-85 ΑΊ 0 2-〇CHF2 — OH Π-86 Α-2 0 2 -〇CHF2 — OH Π-87 Α-3 0 2-〇CHF2-OH Π-88 Α-4 0 2-〇CHF2-OH Π-89 Α-5 0 2-〇CHF2 — OH Π-90 Α-1 0 3-OCHF2-OH Π-91 Α-2 0 3-〇CHF2-OH Π-92 Α-3 0 3-OCHF2 one Π-93 Α-4 0 3-OCHF2 one OH Π-94 Α_5 0 3- 〇CHF2 — OH Π-95 Α-1 0 4-OCHF2 OH Π:96 Α-2 0 4〇CHF2- —_ ...........—.' OH Π-97 Α-3 0 4-〇CHF2 — OH Π-98 Α-4 0 4-OCHF2-OH Π-99 Α·5 0 4-〇CHF2 OH π-ιοο Α-1 0 2-OCFs-OH Π-101 Α-1 0 3-〇CF8-OH ΠΊ02 Α-2 0 3-〇CF8 one &Quot; OH Π-103 Α·3 0 3-0CFs — OH Π-104 Α-4 0 3-〇CF8-OH Π-105 Α-5 0 3-OCF3 — OH ΠΊ06 Α-1 0 4-OCF3 OH Π-107 Α-2 0 4-OCFg-OH Π-108 Α-3 0 4-〇CF8-OH Π-109 Α·4 0 4-〇CF3 — OH Π-110 Α-5 0 4-OCF3-OH Π-111 Α-1 0 2-0CH2CH20Me OH 91 320292 200920255 [Table 22]

化合物編號 A X1 R12 R2 R3 Π-112 A-1 0 3-〇CH2CH2〇Me — OH Π-113 ΑΊ 0 4-0CH2CH20Me 一 OH Π-114 A-1 0 2-〇CH2-&lt;p — OH ΠΊ15 A-1 0 3-〇CH2·^] — OH Π-116 A-1 0 4-OCH2-&lt;p — OH ΠΊ17 A-1 0 2_0C(=0)Me — OH Π-118 A-1 0 3-0C(=0)Me — OH Π-119 A-1 0 3-0C(=0)Me — OH Π-120 A-1 0 2-SMe 一 OH Π-121 A-1 0 3_SMe — OH Π-122 A-1 0 4-SMe — OH Π-123 A-1 0 2-S02Me — OH Π-124 A-1 0 3-S02Me 一 OH ΠΊ25 A-1 0 4-S02Me — OH Π-126 A-1 0 2-SCFg — OH 11-12*7 A-1 0 3-SCF3 — OH ΠΊ28 A-1 0 4-SCF3 — OH Π-129 A-1 0 2-N02 — OH Π-130 A-1 0 3-N〇2 一 OH —ΊΓ131 〇 4-N〇2 ........... —&quot; ....... OH ΠΊ32 A-1 0 2-NH2 — OH Π-133 A-1 0 3-NH2 - OH Π-134 A-1 0 4-NH2 一 OH Π-135 A-1 0 2-CN — OH Π-136 A-1 0 3-CN — OH Π-137 A-1 0 4-CN — OH Π-138 A-1 0 2~C(=0)Me 一 OH ΠΊ39 A-1 0 3-C(=0)Me 一 OH ΠΊ40 A-1 0 4-C(=0)Me 一 OH ΠΊ41 A-1 0 2-C(=0)0H — OH Π-142 A-1 0 3-C(=0)0H 一 OH ΠΊ43 Aa 0 4-C(=0)0H — OH Π-144 A-1 0 2-C(=0)0Me — OH Π-145 A-1 0 3-C(=0)0Me 一 OH ΠΊ46 A-1 0 4-C(=0)0Me 一 OH 92 320292 200920255 【表23】Compound No. A X1 R12 R2 R3 Π-112 A-1 0 3-〇CH2CH2〇Me — OH Π-113 ΑΊ 0 4-0CH2CH20Me OH Π-114 A-1 0 2-〇CH2-&lt;p — OH ΠΊ15 A-1 0 3-〇CH2·^] — OH Π-116 A-1 0 4-OCH2-&lt;p — OH ΠΊ17 A-1 0 2_0C(=0)Me — OH Π-118 A-1 0 3 -0C(=0)Me — OH Π-119 A-1 0 3-0C(=0)Me — OH Π-120 A-1 0 2-SMe-OH Π-121 A-1 0 3_SMe — OH Π- 122 A-1 0 4-SMe — OH Π-123 A-1 0 2-S02Me — OH Π-124 A-1 0 3-S02Me-OH ΠΊ25 A-1 0 4-S02Me — OH Π-126 A-1 0 2-SCFg — OH 11-12*7 A-1 0 3-SCF3 — OH ΠΊ28 A-1 0 4-SCF3 — OH Π-129 A-1 0 2-N02 — OH Π-130 A-1 0 3 -N〇2 - OH - ΊΓ131 〇4-N〇2 ........... —&quot; ....... OH ΠΊ32 A-1 0 2-NH2 — OH Π-133 A -1 0 3-NH2 - OH Π-134 A-1 0 4-NH2-OH Π-135 A-1 0 2-CN — OH Π-136 A-1 0 3-CN — OH Π-137 A-1 0 4-CN — OH Π-138 A-1 0 2~C(=0)Me-OH ΠΊ39 A-1 0 3-C(=0)Me-OH ΠΊ40 A-1 0 4-C(=0) Me-OH ΠΊ41 A-1 0 2-C(=0)0H — OH Π-142 A-1 0 3-C(=0)0H-OH ΠΊ43 Aa 0 4-C( =0)0H — OH Π-144 A-1 0 2-C(=0)0Me — OH Π-145 A-1 0 3-C(=0)0Me−OH ΠΊ46 A-1 0 4-C(= 0) 0Me-OH 92 320292 200920255 [Table 23]

化合物编號 A X1 E12 R2 R8 Π-147 A-1 0 2-CH2OMe ~ OH Π-148 A-1 0 3eCH2OMe 一 OH ΠΊ49 A-1 0 4-CH2OMe — OH Π-150 A-1 0 2,3-F2 — OH Π-151 A-1 0 2,4-F2 OH Π-152 A-1 0 2,5-F2 — OH Π-153 A-1 0 2,6-F2 一 OH Π-154 A-1 0 3,4-F2 — OH Π-155 A-1 0 3,5-F2 一 OH Π-156 A-1 0 2,3-Gk — OH Π-157 A-1 0 2,4-Cl2 一 OH Π-158 A-1 0 2,5-Cl2 — OH Π-159 A-1 0 2,6-Cl2 — OH Π-160 A-1 0 3,4-(¾ — OH H-161 A-1 0 3,5-Cl2 — OH ΠΊ62 A-1 0 2-F, 3-OMe 一 OH Π-163 A-1 0 2-C1, 3-OMe — OH ΠΊ64 A-1 0 2-Me, 3OMe 一 OH Π-165 A_1 0 2,3-(OMe)2 — OH Π-166 A-1 0 3-OMe, 4-F — OH Π-167 A-1 0 3-OMe, 4-C1 — OH Π-168 A-1 0 3-〇Me, 4&quot;Me — OH Π-169 A-1 0 3,4-(OMe)2 — OH &quot;Π-170 A-1 0 3-OMe, 5-F —......... - OH Π-171 A-1 0 3-〇Me, 5-C1 — OH Π-172 A-1 0 3_OMe，5-Me 一 OH Π-173 A-1 0 3,5-(OMe)2 — OH Π-174 A-1 0 2_F, 4OMe — OH Π-175 A-1 0 2-Cl, 4-OMe 一 OH Π-176 A-1 0 2-Me, 4-〇Me — OH Π-177 A-1 0 2,4-(OMe)z 一 OH Π-178 A-1 0 3-F, 4-〇Me 一 OH Π-179 A-1 0 3-C1,4OMe OH Π-180 A-1 0 3-Me，4-〇Me OH Π181 A-1 0 2-F, 5-OMe 一 OH Π-182 A-1 0 2-C1, 5-〇Me — OH Π-183 A-1 0 2-Me, 5-〇Me — DH Π-184 A-1 0 2,5-(OMe)2 一 OH Π-185 A-1 0 J,4,5-(OMe)3 一 OH 93 320292 200920255 【表24】Compound No. A X1 E12 R2 R8 Π-147 A-1 0 2-CH2OMe ~ OH Π-148 A-1 0 3eCH2OMe-OH ΠΊ49 A-1 0 4-CH2OMe — OH Π-150 A-1 0 2,3 -F2 — OH Π-151 A-1 0 2,4-F2 OH Π-152 A-1 0 2,5-F2 — OH Π-153 A-1 0 2,6-F2-OH Π-154 A- 1 0 3,4-F2 — OH Π-155 A-1 0 3,5-F2-OH Π-156 A-1 0 2,3-Gk — OH Π-157 A-1 0 2,4-Cl2 OH Π-158 A-1 0 2,5-Cl2 — OH Π-159 A-1 0 2,6-Cl2 — OH Π-160 A-1 0 3,4-(3⁄4 — OH H-161 A-1 0 3,5-Cl2 — OH ΠΊ62 A-1 0 2-F, 3-OMe-OH Π-163 A-1 0 2-C1, 3-OMe — OH ΠΊ64 A-1 0 2-Me, 3OMe-OH Π-165 A_1 0 2,3-(OMe)2 — OH Π-166 A-1 0 3-OMe, 4-F — OH Π-167 A-1 0 3-OMe, 4-C1 — OH Π-168 A-1 0 3-〇Me, 4&quot;Me — OH Π-169 A-1 0 3,4-(OMe)2 — OH &quot;Π-170 A-1 0 3-OMe, 5-F —.. ....... - OH Π-171 A-1 0 3-〇Me, 5-C1 — OH Π-172 A-1 0 3_OMe,5-Me-OH Π-173 A-1 0 3,5 -(OMe)2 — OH Π-174 A-1 0 2_F, 4OMe — OH Π-175 A-1 0 2-Cl, 4-OMe-OH Π-176 A-1 0 2-Me, 4-〇Me — OH Π-177 A-1 0 2,4-(OMe)z one OH Π-178 A-1 0 3-F, 4-〇Me-OH Π-179 A-1 0 3-C1,4OMe OH Π-180 A-1 0 3-Me,4-〇Me OH Π181 A- 1 0 2-F, 5-OMe-OH Π-182 A-1 0 2-C1, 5-〇Me — OH Π-183 A-1 0 2-Me, 5-〇Me — DH Π-184 A- 1 0 2,5-(OMe)2-OH Π-185 A-1 0 J,4,5-(OMe)3-OH 93 320292 200920255 [Table 24]

化合物編號 A X1 R12 R2 R3 Π-186 A_1 0 4-〇Me 5-F 0H Π-187 A_1 0 4&quot;OMe 6-F OH Π-188 Α·1 0 4-〇Me 7-F OH Π-189 Α·1 0 4,OMe 8-F OH Π-190 A-l 0 — 5-C1 0H Π-191 Α·1 0 ~ 6-C1 0H Π-192 A-l 0 — 7-C1 0H Π-193 A-l 0 — 8-C1 0H Π-194 A-l 0 4-〇Me 5-C1 OH Π-195 A-l 0 4-OMe 6-C1 OH Π-196 A-l 0 4_OMe 7-C1 0H Π-197 ΑΊ 0 4-〇Me 8-C1 0H Π-198 A-l s — 一 0H Π-199 A-4 0 — — S(n-Hex) Π-200 A-4 0 一 — SO(n-Hex) Π-201 A-4 0 — — S02(n-Hex) Π-202 A_4 0 — 一 SPh Π-203 A-4 0 — — SOPh Π-204 A-4 0 —[ — S02Ph Π-205 A-l 0 4_OCH2CN .OH Π-206 A-l 0 3-〇CH2-c-Pr 一 OH Π-207 A_1 0 3OCH2CFs — OH Π-208 A-l 0 4OCH2&quot;cePr — OH Π&quot;209 Α·1- G ^OCHgCFg 一 一.- ~ - OH Π-210 A-l 0 4**ΝΜβ2 一 OH Π-211 A-l 0 3,4-Meg 一 OH Π-212 A-l 0 2-F, 4-Me — OH Π-213 A-l 0 3-F, 4-Me 一 OH Π-214 A-l 0 3_Me，4_F ~ OH Π-215 A-l 0 2-C1, 4-Me — OH Π-216 A-l 0 3-C1, 4-Me — OH Π-217 A-l 0 3-〇Et，4-〇Me — DH Π-218 A-l 0 2,3,4-(OMe)3 — DH Π-219 A-l 0 2,5-F2, 4-OMe - 1 DH Π-220 A-l 0 3,5-F2, 4-〇Me 一 1 DH Π-221 A-l 0 3,5-012, 4OMe - DH Π-222 A-l 0 3,4-(CH2CH2CH2)- ( DH Π-223 A-l 0 B^-iCHzCHsCHgCH^- - &lt; DH 94 320292 200920255 【表25】Compound No. A X1 R12 R2 R3 Π-186 A_1 0 4-〇Me 5-F 0H Π-187 A_1 0 4&quot;OMe 6-F OH Π-188 Α·1 0 4-〇Me 7-F OH Π-189 Α·1 0 4,OMe 8-F OH Π-190 Al 0 — 5-C1 0H Π-191 Α·1 0 ~ 6-C1 0H Π-192 Al 0 — 7-C1 0H Π-193 Al 0 — 8 -C1 0H Π-194 Al 0 4-〇Me 5-C1 OH Π-195 Al 0 4-OMe 6-C1 OH Π-196 Al 0 4_OMe 7-C1 0H Π-197 ΑΊ 0 4-〇Me 8-C1 0H Π-198 Al s — A 0H Π-199 A-4 0 — — S(n-Hex) Π-200 A-4 0 I—SO(n-Hex) Π-201 A-4 0 — — S02( n-Hex) Π-202 A_4 0 — A SPh Π-203 A-4 0 — — SOPh Π-204 A-4 0 —[ — S02Ph Π-205 Al 0 4_OCH2CN .OH Π-206 Al 0 3-〇CH2 -c-Pr-OH Π-207 A_1 0 3OCH2CFs — OH Π-208 Al 0 4OCH2&quot;cePr — OH Π&quot;209 Α·1- G ^OCHgCFg One-.- ~ - OH Π-210 Al 0 4**ΝΜβ2 OH Π-211 Al 0 3,4-Meg-OH Π-212 Al 0 2-F, 4-Me — OH Π-213 Al 0 3-F, 4-Me-OH Π-214 Al 0 3_Me,4_F ~ OH Π-215 Al 0 2-C1, 4-Me — OH Π-216 Al 0 3-C1, 4-Me — OH Π-217 Al 0 3-〇Et,4-〇 Me — DH Π-218 Al 0 2,3,4-(OMe)3 — DH Π-219 Al 0 2,5-F2, 4-OMe - 1 DH Π-220 Al 0 3,5-F2, 4- 〇Me -1 DH Π-221 Al 0 3,5-012, 4OMe - DH Π-222 Al 0 3,4-(CH2CH2CH2)- ( DH Π-223 Al 0 B^-iCHzCHsCHgCH^- - &lt; DH 94 320292 200920255 [Table 25]

化合物編號 A X1 R12 R2 R3 Π-224 A-1 0 3,4-(CH2OCH2)· 一 OH Π-225 Α·1 0 3,4-(0CH20)- 7-F OH Π-226 A-l 0 2,3-(0CH2CH20)- 一 OH 11-227 A-2 0 3,4-(OCH2CH2〇)· — OH Π-228 A_3 0 3,4-(0CH2CH20)- 一 OH Π-229 A-6 0 3,4-(0CH2CH20)· — OH Π-230 A-7 0 3,4-(0CH2CH20)- 一 OH Π-231 A-l 0 3,4-(0CH2CHCMe)0)- 一 OH Π-232 A，1 0 3,4-(0CH2CH2CH20)- — OH Π-233 A-l 0 — 5-F OH Π-234 A-l 0 3,4,5-(OMe)3 5-F OH Π-235 A-l 0 3,5-Fs, 4-OMe 5-F OH Π-236 A-l 0 3,4-(0CH2CH20)· 5-F OH Π-237 A-l 0 — 6-F OH Π-238 A-l 0 3,4f5-(OMe)8 6-F OH Π-239 A-l 0 3,4-(0CH20)· 6-F OH Π-240 A-l 0 3,4-(0CH2CH20)- 6-F OH Π-241 A-l 0 — 7-F OH Π-242 A-l 0 3,4-(0CH2CH20)- 7-F · OH Π-243 A-l 0 — 8-F OH Π-244 A-l 0 — 5-Me OH Π-245 A-l 0 4OMe 5*Me OH Π-246 A-l 0 4-OMe 6-Me OH Π-247 A_1 0 4_OMe 7-Me OH Π-248 A-l 0 3,5^F2, 4-〇Me 7-Me OH Π-249 A-l 0 — 6-CF8 OH Π-250 A-l 0 — 6-〇Me OH Π-251 A-l 0 4-〇Me 6-〇Me OH Π-252 A-l 0 — 7-OMe OH Π-253 A-l 0 4-OMe 7-OMe OH Π-254 A-l 0 2,5-F2( 4-OMe 7-〇Me OH Π-255 A-l 0 3,5-F2, 4-OMe 7-〇Me OH Π-256 A-l 0 — 8~OMe OH Π-257 A-l 0 4OMe 8-〇Me OH Π-258 A-l 0 4-〇Me 5,6-F2 DH Π-259 A-l 0 4-〇Me 5,7-F2 DH Π-260 A-l 0 — 6,7-F2 OH Π-261 A-l 0 — 6,8-F2 DH 95 320292 200920255 【表26】Compound No. A X1 R12 R2 R3 Π-224 A-1 0 3,4-(CH2OCH2)· One OH Π-225 Α·1 0 3,4-(0CH20)- 7-F OH Π-226 Al 0 2, 3-(0CH2CH20)--OH 11-227 A-2 0 3,4-(OCH2CH2〇)·——OH Π-228 A_3 0 3,4-(0CH2CH20)--OH Π-229 A-6 0 3, 4-(0CH2CH20)·—— OH Π-230 A-7 0 3,4-(0CH2CH20)--OH Π-231 Al 0 3,4-(0CH2CHCMe)0)--OH Π-232 A,1 0 3 , 4-(0CH2CH2CH20)-——OH Π-233 Al 0 — 5-F OH Π-234 Al 0 3,4,5-(OMe)3 5-F OH Π-235 Al 0 3,5-Fs, 4 -OMe 5-F OH Π-236 Al 0 3,4-(0CH2CH20)· 5-F OH Π-237 Al 0 — 6-F OH Π-238 Al 0 3,4f5-(OMe)8 6-F OH Π-239 Al 0 3,4-(0CH20)· 6-F OH Π-240 Al 0 3,4-(0CH2CH20)- 6-F OH Π-241 Al 0 — 7-F OH Π-242 Al 0 3 ,4-(0CH2CH20)- 7-F · OH Π-243 Al 0 — 8-F OH Π-244 Al 0 — 5-Me OH Π-245 Al 0 4OMe 5*Me OH Π-246 Al 0 4-OMe 6-Me OH Π-247 A_1 0 4_OMe 7-Me OH Π-248 Al 0 3,5^F2, 4-〇Me 7-Me OH Π-249 Al 0 — 6-CF8 OH Π-250 Al 0 — 6 -〇Me OH Π-251 Al 0 4-〇Me 6-〇Me OH Π-252 Al 0 — 7-OMe OH Π-253 A -l 0 4-OMe 7-OMe OH Π-254 Al 0 2,5-F2( 4-OMe 7-〇Me OH Π-255 Al 0 3,5-F2, 4-OMe 7-〇Me OH Π- 256 Al 0 — 8~OMe OH Π-257 Al 0 4OMe 8-〇Me OH Π-258 Al 0 4-〇Me 5,6-F2 DH Π-259 Al 0 4-〇Me 5,7-F2 DH Π -260 Al 0 — 6,7-F2 OH Π-261 Al 0 — 6,8-F2 DH 95 320292 200920255 [Table 26]

化合物編號 A X1 R12 R2 R3 11-262 A-1 0 4OMe 5,7-Cl2 OH 11-263 Α·1 0 4&quot;OMe 6-F, 7-OMe OH ΪΙ-264 A-1 0 — 7-c-Pr OH 11-265 A-1 0 一 7-〇CH2CH=CH2 OH 11-266 A-1 0 一 7-〇CH2C=CH OH 11-267 A-1 0 — 7-NHMe OH 11-268 A-1 0 — 7-C(=0)H OH 11-269 A-1 0 — 6-C(=0)Me OH 11-270 A-1 0 一 7-C(=0)0H OH 11-271 A-1 0 7-C(=0)0Me OH 11-272 A-1 0 — 7-C(=0)0Et OH 11-273 A-1 0 — 7-C(=0)NHNe OH 11-274 A-1 0 一 7-C(=0)NMe2 OH 11-275 A-1 0 — 6,7-(0CH2CH20)- OH 11-276 A-1 0 — 6,7-(0CH20)- OH 11-277 A-1 0 4OMe 6,7-(0CH2CH20)- OH 11-278 A-1 0 4OMe 6,7-(0CH20)- OH 11-279 A-1 0 2-CONHMe — OH ΣΙ-280 A-1 0 2-CONMe2 — OH 11-281 A-1 0 2-NHCOMe — OH 11-282 A-1 0 4-CH2-c-Pr — OH 11-283 A-1 0 4-CH=CH2 一 OH ~ Π-284 A-1 一 4-C=CMe —....................... OH 11-285 Α·1 0 3-CH=CF2 — OH 11-286 Α·1 0 — OH 11-287 A-1 0 Ά — OH 11-288 A-1 0 4-CH2OH — OH Π-289 A-1 0 4-CH2SMe OH 11-290 A-1 0 4-CH2SOMe — OH 11-291 A-1 0 4-CH2S02Me — OH Π-292 A-1 0 4-CH2SCHF2 一 OH 11-293 A-1 0 4-CH2SOCHF2 — OH 11-294 A-1 0 4-CH2S02CHF2 — DH 11-295 A-1 0 4-CH2CN — OH 96 320292 200920255 【表27】Compound No. A X1 R12 R2 R3 11-262 A-1 0 4OMe 5,7-Cl2 OH 11-263 Α·1 0 4&quot;OMe 6-F, 7-OMe OH ΪΙ-264 A-1 0 — 7-c -Pr OH 11-265 A-1 0 -7-〇CH2CH=CH2 OH 11-266 A-1 0 -7-〇CH2C=CH OH 11-267 A-1 0 — 7-NHMe OH 11-268 A- 1 0 — 7-C(=0)H OH 11-269 A-1 0 — 6-C(=0)Me OH 11-270 A-1 0 A 7-C(=0)0H OH 11-271 A -1 0 7-C(=0)0Me OH 11-272 A-1 0 — 7-C(=0)0Et OH 11-273 A-1 0 — 7-C(=0)NHNe OH 11-274 A -1 0 -7-C(=0)NMe2 OH 11-275 A-1 0 — 6,7-(0CH2CH20)- OH 11-276 A-1 0 — 6,7-(0CH20)- OH 11-277 A-1 0 4OMe 6,7-(0CH2CH20)- OH 11-278 A-1 0 4OMe 6,7-(0CH20)- OH 11-279 A-1 0 2-CONHMe — OH ΣΙ-280 A-1 0 2-CONMe2 — OH 11-281 A-1 0 2-NHCOMe — OH 11-282 A-1 0 4-CH2-c-Pr — OH 11-283 A-1 0 4-CH=CH2 OH ~ Π- 284 A-1 a 4-C=CMe —...................... OH 11-285 Α·1 0 3-CH=CF2 — OH 11 -286 Α·1 0 — OH 11-287 A-1 0 Ά — OH 11-288 A-1 0 4-CH2OH — OH Π-289 A-1 0 4-CH2SMe OH 11-290 A-1 0 4- CH2SOMe — OH 11-291 A-1 0 4-CH2S02Me — OH Π-292 A-1 0 4-CH2SCHF2-OH 11-293 A-1 0 4-CH2SOCHF2 — OH 11-294 A-1 0 4-CH2S02CHF2 — DH 11-295 A-1 0 4-CH2CN — OH 96 320292 200920255 [Table 27]

化合物編號 A X1 R12 R2 Rs 11-296 Α·1 0 4-NHMe 一 OH 11-297 A-l 0 4-0CH20CH2CF3 — OH 11-298 A-l 0 4-C(Me)=NOMe — OH 11-299 A-l 0 2-CONH2 — OH 11-300 A-l 0 4- -Np — OH Π-301 A-l 0 3-F, 4-OMe 5-C1 OH 11-302 A-l 0 4-〇Me 5,6,8-F3, 7-OMe OH 11-303 A-l 0 — 7-CFs OH 11-304 A-l 0 4-F 7-OMe OH 11-305 A-l 0 4-〇CHF2 7-OMe OH Π-306 A-l 0 4~Me 7-OMe OH 11-307 A-l 0 4OMe 5&quot;Br OH Π-308 A-l 0 4-〇Me 5-CN OH 11-309 A-l 0 4OMe 5-CFg OH Π-310 A-l 0 2,3,5,6-F4j 4-OMe — OH 11-311 A-l 0 4'Me 5-C1 OH Π-312 A-l 0 3'F, 4&quot;Me 5-C1 OH 11-313 A-l 0 2-F, 4-OMe 5-C1 OH 11-314 A-l 0 3-F 6-F OH 11-315 A-l 0 3-Me 6_F OH 11-316 A-l 0 3-F, 4-OMe 5*Me OH 11-317 A-l 0 4-F 5-F OH 11-318 A-l 0 4-F 5-C1 OH 11-319 A-l 0 4-F 5'Me OH 11-320 A-l 0 4OCHF2 5-F OH II-321 A-l 0 4-〇CHF2 5-C1 OH 11-322 A-l 0 4-〇CHF2 5-Me OH Π-323 A-l 0 3-F, 4-OEt —- OH 97 320292 200920255 【表28】Compound No. A X1 R12 R2 Rs 11-296 Α·1 0 4-NHMe-OH 11-297 Al 0 4-0CH20CH2CF3 — OH 11-298 Al 0 4-C(Me)=NOMe — OH 11-299 Al 0 2 -CONH2 — OH 11-300 Al 0 4- -Np — OH Π-301 Al 0 3-F, 4-OMe 5-C1 OH 11-302 Al 0 4-〇Me 5,6,8-F3, 7- OMe OH 11-303 Al 0 — 7-CFs OH 11-304 Al 0 4-F 7-OMe OH 11-305 Al 0 4-〇CHF2 7-OMe OH Π-306 Al 0 4~Me 7-OMe OH 11 -307 Al 0 4OMe 5&quot;Br OH Π-308 Al 0 4-〇Me 5-CN OH 11-309 Al 0 4OMe 5-CFg OH Π-310 Al 0 2,3,5,6-F4j 4-OMe — OH 11-311 Al 0 4'Me 5-C1 OH Π-312 Al 0 3'F, 4&quot;Me 5-C1 OH 11-313 Al 0 2-F, 4-OMe 5-C1 OH 11-314 Al 0 3-F 6-F OH 11-315 Al 0 3-Me 6_F OH 11-316 Al 0 3-F, 4-OMe 5*Me OH 11-317 Al 0 4-F 5-F OH 11-318 Al 0 4-F 5-C1 OH 11-319 Al 0 4-F 5'Me OH 11-320 Al 0 4OCHF2 5-F OH II-321 Al 0 4-〇CHF2 5-C1 OH 11-322 Al 0 4-〇 CHF2 5-Me OH Π-323 Al 0 3-F, 4-OEt —- OH 97 320292 200920255 [Table 28]

7 化合物編號 A X1 R1 R2 R3 ΙΠ-1 A-l 0 H — 0H ΙΠ-2 A-l 0 Me 一 0H m-3 A-2 0 Me 一 0H ΙΠ·4 A-3 0 Me 一 0H m-5 A-4 0 Me 一 0H m-6 A'5 0 Me 一 0H m-7 A-l 0 Et 一 0H m-8 A-2 0 Et — 0H ΠΙ-9 A-3 0 Eit — 0H m-io A-4 0 Et — 0H m-ii A-5 0 Et 一 0H ΙΠ-12 ΑΊ 0 n-Pr 一 0H m-i3 A-l 0 i-Pr 一 0H m-i4 A-l 0 c-Pr — 0H m-15 A-l 0 n-Bu — 0H m-i6 A-l 0 e*Bu — 0H m-17 A-l 0 i-Bu 一 0H m-i8 A-l 0 t&quot;Bu — 0H m-i9 A-l 0 c-Bu — 0H m-2〇 A-l 0 n-Peii 一 0H ΠΙ-21 A-l 0 c-Pen — 0H in-22 A-l 0 n-Hex — 0H m-23 A-l 0 c-Hex — 0H ΠΙ-24 A-l 0 h-C7Hi5 — 0H m-25 A-l 0 n-CgHir — 0H m-26 A-l 0 n-CgHxg — 0H m-27 A-l 0 H-C10H21 — 0H ΠΙ-28 A-l 0 n-CnH23 — 0H m-29 A-l 0 n-Ci2H26 — 0H m-3〇 A-l 0 CHzCH=CH2 一 0H m-3i A-2 0 ch2ch=ch2 — . 0H m-32 A-3 0 ch2ch=ch2 — 0H m-33 A-4 0 CHzCH=CH2 一 0H m-34 A-5 0 ch2ch=ch2 一 0H ΙΠ-35 A-l 0 CH2C 三 CH 一 0H 98 320292 200920255 【表29】7 Compound No. A X1 R1 R2 R3 ΙΠ-1 Al 0 H — 0H ΙΠ-2 Al 0 Me - 0H m-3 A-2 0 Me - 0H ΙΠ · 4 A-3 0 Me - 0H m-5 A-4 0 Me - 0H m-6 A'5 0 Me - 0H m-7 Al 0 Et - 0H m-8 A-2 0 Et - 0H ΠΙ-9 A-3 0 Eit — 0H m-io A-4 0 Et — 0H m-ii A-5 0 Et - 0H ΙΠ-12 ΑΊ 0 n-Pr - 0H m-i3 Al 0 i-Pr - 0H m-i4 Al 0 c-Pr — 0H m-15 Al 0 n-Bu — 0H m-i6 Al 0 e*Bu — 0H m-17 Al 0 i-Bu — 0H m-i8 Al 0 t&quot;Bu — 0H m-i9 Al 0 c-Bu — 0H m-2〇Al 0 n- Peii - 0H ΠΙ-21 Al 0 c-Pen — 0H in-22 Al 0 n-Hex — 0H m-23 Al 0 c-Hex — 0H ΠΙ-24 Al 0 h-C7Hi5 — 0H m-25 Al 0 n- CgHir — 0H m-26 Al 0 n-CgHxg — 0H m-27 Al 0 H-C10H21 — 0H ΠΙ-28 Al 0 n-CnH23 — 0H m-29 Al 0 n-Ci2H26 — 0H m-3〇Al 0 CHzCH =CH2 - 0H m-3i A-2 0 ch2ch=ch2 — . 0H m-32 A-3 0 ch2ch=ch2 — 0H m-33 A-4 0 CHzCH=CH2 A 0H m-34 A-5 0 ch2ch= Ch2~0H ΙΠ-35 Al 0 CH2C three CH one 0H 98 320292 200920255 [Table 29]

化合物编號 A X1 R1 R2 R3 ΠΙ-36 A-2 0 ch2c=ch — OH ΠΙ-37 A-3 0 ch2c=ch ~ OH ΙΠ-38 A*4 0 ch2c=ch — OH ΙΠ-39 Α·5 0 CHaC^CH — OH ΠΙ-40 A-l 0 ch2cf3 一 OH ΙΠ-41 A-2 0 CH2CFs 一 OH ΙΠ-42 A-3 0 ch2cf3 —' OH ΠΙ-43 A-4 0 CH2CFs 一 OH ΠΙ-44 A.5 0 ch2cf3 — OH ΙΠ-45 A-l 0 ch2ch2f — OH ΠΙ-46 A-l 0 ch2ch2ci — OH ΙΠ-47 A-l 0 ch2ch2cf3 — OH ΙΠ-48 A-l 0 ch2ch=cci2 — OH ΙΠ-49 A-l 0 CH2OMe — OH m-5〇 A-l 0 CH2〇Et 一 OH ΠΙ-51 A-2 0 CH2OEt — OH m-52 A-3 0 CH2OEt — OH m-53 A-4 0 CH2OEt — OH m-54 A-5 0 CH2OEt — OH m-55 A-l 0 CH(Me)OMe — OH * ΠΙ-56 A-l 0 CH(Me)OEt 一 OH m-57 A-l 0 CH2OPh — OH m-58 A-l 0 CH2OCH2CH2OMe — OH m-59 A-l 0 CH2OCH2CF3 — OH ΙΠ-60 A-2 0 ch2och2cf8 — OH m-6i A-3 0 CH2OCH2CF3 一 OH ΙΠ-62 A-4 0 CH2OCH2CFs — OH in-63 Α·5 0 CH2OCH2CFs — OH m-64 A-l 0 CH(Me)OCH2CF3 — OH m-65 A-l 0 CH2OCH2~^ — OH m-66 A-l 0 CH(Me)OCH2-^^ — OH m-67 A-l 0 CH20CH2CH2S02Me — OH ΠΙ-68 A-l 0 CH2OCH2CH2CN - OH m-69 A-l 0 CH20C(=0)t-Bu - \ DH m-7〇 A-l 0 CH2SMe — &lt; 0H m-7i A-4 0 3H2SMe - &lt; DH m-72 A-l 0 ]H2SEt — ( DH 99 320292 200920255 【表30】Compound No. A X1 R1 R2 R3 ΠΙ-36 A-2 0 ch2c=ch — OH ΠΙ-37 A-3 0 ch2c=ch ~ OH ΙΠ-38 A*4 0 ch2c=ch — OH ΙΠ-39 Α·5 0 CHaC^CH — OH ΠΙ-40 Al 0 ch2cf3 OH ΙΠ-41 A-2 0 CH2CFs-OH ΙΠ-42 A-3 0 ch2cf3 —' OH ΠΙ-43 A-4 0 CH2CFs-OH ΠΙ-44 A. 5 0 ch2cf3 — OH ΙΠ-45 Al 0 ch2ch2f — OH ΠΙ-46 Al 0 ch2ch2ci — OH ΙΠ-47 Al 0 ch2ch2cf3 — OH ΙΠ-48 Al 0 ch2ch=cci2 — OH ΙΠ-49 Al 0 CH2OMe — OH m-5 〇Al 0 CH2〇Et-OH ΠΙ-51 A-2 0 CH2OEt — OH m-52 A-3 0 CH2OEt — OH m-53 A-4 0 CH2OEt — OH m-54 A-5 0 CH2OEt — OH m- 55 Al 0 CH(Me)OMe — OH * ΠΙ-56 Al 0 CH(Me)OEt - OH m-57 Al 0 CH2OPh — OH m-58 Al 0 CH2OCH2CH2OMe — OH m-59 Al 0 CH2OCH2CF3 — OH ΙΠ-60 A-2 0 ch2och2cf8 — OH m-6i A-3 0 CH2OCH2CF3-OH ΙΠ-62 A-4 0 CH2OCH2CFs — OH in-63 Α·5 0 CH2OCH2CFs — OH m-64 Al 0 CH(Me)OCH2CF3 — OH m -65 Al 0 CH2OCH2~^ — OH m-66 Al 0 CH(Me)OCH2-^^ — OH m-67 Al 0 CH20CH2CH2S02Me — OH ΠΙ-68 Al 0 CH2OCH2CH2CN - OH m-69 Al 0 CH20C(=0)t-Bu - \ DH m-7〇Al 0 CH2SMe — &lt; 0H m-7i A-4 0 3H2SMe - &lt; DH m-72 Al 0 ]H2SEt — ( DH 99 320292 200920255 [Table 30]

化合物編號 A X1 R1 R2 R3 ΙΠ-73 A-l 0 CHzS-n-Pr 一 OH ΙΠ-74 A! 0 CH(Me)SMe — OH ΙΠ-75 A-l 0 CH(Me)SEt — OH ΙΠ-76 A_1 0 CH(Me)S-n-Pr 一 OH ΙΠ-77 A-l 0 CH2SOMe 一 OH ΠΙ-78 A-l 0 CH2SOEt — OH ΙΠ-79 A! 0 CH2S〇-n-Pr — OH ΙΠ-80 A-l 0 CH2S02Me — OH ΠΙ-81 A-4 0 CH2S02Me — OH ΙΠ-82 A-l 0 CH2S02Et 一 OH ΙΠ-83 A-l 0 CH2S02-n-Pr — OH ΠΙ-84 A-l 0 CH(Me)S02Me — OH ΙΠ-85 A-l 0 CH(Me)S02Et 一 OH ΙΠ-86 Α·1 0 CH(Me)S02-n-Pr — OH ΙΠ-87 Α·1 0 CH2CH2OH — OH ΙΠ-88 A-l 0 CH2CH2OMe — OH ΙΠ-89 A-l 0 CH2CH2OEt 一 OH ΙΠ-90 A-l 0 CH(Me)CH2OMe — OH ΠΙ-91 A-l 0 CH2CH2SMe — OH ΙΠ-92 A-l 0 CH2CH2S02Me 一 OH ΙΠ-93 A-l 0 CH2CH2CH2OMe — OH ΠΙ-94 A-l 0 CH2C(=0)Me — OH ΙΠ-95 A-l 0 CH2C(=0)0Me — OH ΠΙ-96 A-l 0 CH2C(=0)OEt 一 OH ΙΠ-97 A-l 0 CH2C(=0)On-Pr — OH ΠΙ-98 A-l 0 CH2C(=0)0i-Pr 一- OH ΙΠ-99 A-l 0 CH2C(=0)0t-Bu 一 OH ΕΠ-100 A-l 0 CH2C(=0)NMe2 一 OH m-ioi A-l 0 ch2c(=o)-n3〇 — OH m-i〇2 A-l 0 ch2cn 一 OH ΙΠ-103 A-l 0 ch2ch2cn — OH m-104 A-l 0 CH(Me)CH2CN 一 OH m-i〇5 A-l 0 CH2CH2CH2CN 一 OH m-i〇6 A-l 0 ch2ch2no2 一 OH m-i〇7 A-l 0 Bn 一 OH m-i〇8 ΑΊ 0 (2-F)Bn — OH m-109 A-l 0 (3-F)Bn 一 OH m-iio A-l 0 (4-F)Bn 一 OH ΠΙ-111 A-l 0 (2-C])Bn 一 OH 100 320292 200920255 【表31】Compound No. A X1 R1 R2 R3 ΙΠ-73 Al 0 CHzS-n-Pr-OH ΙΠ-74 A! 0 CH(Me)SMe — OH ΙΠ-75 Al 0 CH(Me)SEt — OH ΙΠ-76 A_1 0 CH (Me)Sn-Pr-OH ΙΠ-77 Al 0 CH2SOMe-OH ΠΙ-78 Al 0 CH2SOEt — OH ΙΠ-79 A! 0 CH2S〇-n-Pr — OH ΙΠ-80 Al 0 CH2S02Me — OH ΠΙ-81 A -4 0 CH2S02Me — OH ΙΠ-82 Al 0 CH2S02Et OH ΙΠ-83 Al 0 CH2S02-n-Pr — OH ΠΙ-84 Al 0 CH(Me)S02Me — OH ΙΠ-85 Al 0 CH(Me)S02Et OH ΙΠ-86 Α·1 0 CH(Me)S02-n-Pr — OH ΙΠ-87 Α·1 0 CH2CH2OH — OH ΙΠ-88 Al 0 CH2CH2OMe — OH ΙΠ-89 Al 0 CH2CH2OEt-OH ΙΠ-90 Al 0 CH (Me)CH2OMe — OH ΠΙ-91 Al 0 CH2CH2SMe — OH ΙΠ-92 Al 0 CH2CH2S02Me-OH ΙΠ-93 Al 0 CH2CH2CH2OMe — OH ΠΙ-94 Al 0 CH2C(=0)Me — OH ΙΠ-95 Al 0 CH2C( =0)0Me — OH ΠΙ-96 Al 0 CH2C(=0)OEt-OH ΙΠ-97 Al 0 CH2C(=0)On-Pr — OH ΠΙ-98 Al 0 CH2C(=0)0i-Pr-OH ΙΠ-99 Al 0 CH2C(=0)0t-Bu-OH ΕΠ-100 Al 0 CH2C(=0)NMe2-OH m-ioi Al 0 ch2c(=o)-n3〇—O H mi〇2 Al 0 ch2cn-OH ΙΠ-103 Al 0 ch2ch2cn — OH m-104 Al 0 CH(Me)CH2CN-OH mi〇5 Al 0 CH2CH2CH2CN-OH mi〇6 Al 0 ch2ch2no2-OH mi〇7 Al 0 Bn-OH mi〇8 ΑΊ 0 (2-F)Bn — OH m-109 Al 0 (3-F)Bn-OH m-iio Al 0 (4-F)Bn-OH ΠΙ-111 Al 0 (2- C]) Bn-OH 100 320292 200920255 [Table 31]

化合物編號 A X1 R1 R2 R3 ΙΠ-112 Α-1 0 (3-α)Βη — OH ΙΠ-113 Α-1 0 (4-α)Βη 一 0H m-114 ΑΊ 0 (2-Me)Bn 一 0H m-ιΐδ Α-1 0 (3-Me)Bn 一 0H in-116 Α-1 0 (4-Me)Bn 一 0H ΙΠ-117 Α-1 0 (2-CF3)Bn — 0H ΙΠ-118 Α-1 0 (3，GF3)Bii — 0H ΙΠ-119 Α-1 0 (4-CFg)Bn 一 0H ΙΠΊ20 ΑΊ 0 (2OMe)Bn 一 0H ΙΠ-121 Α-2 0 (2OMe)Bn 一 0H ΙΠ-122 Α-3 0 (2-0Me)Bn 一 0H ΙΠ-123 Α·4 0 (2-0Me)Bn - 0H ΠΙ-124 Α-5 0 (2-〇Me)Bn — 0H ΙΠ-125 Α-1 0 (3-〇Me)Bn — 0H ΙΠ-126 Α-1 0 (4-0Me)Bn — 0H ΙΠ-127 Α-1 0 (2,4-(OMe)2&gt;Bn — 0H ΠΙ-128 Α-1 0 (2,6-(OMe)2)Bn 一 0H ΙΠ-129 Α·1 0 (3,5-(OMe)2)Bn — 0H ΙΠ-130 Α-1 0 CH(Me)Pli — 0H ΙΠ-131 Α-1 0 — 0H ΙΠ-132 Α-2 0 — 0H ΙΠ-133 Α·3 0 — 0H ΙΠ-134 Α·4 0 —' 0H ΙΠ-135 Α&quot;5 0 一 0H ΙΠ-136 Α-1 0 ~Os 一 0H ΠΙ-137 Α-1 0 ^Osoz 一 □H ΙΠ-138 Α-1 0 — 0H III-139 Α-1 0 ~Cs — DH ΙΠ-140 Α·2 0 -o - &lt; DH 101 320292 200920255 【表32】Compound No. A X1 R1 R2 R3 ΙΠ-112 Α-1 0 (3-α)Βη — OH ΙΠ-113 Α-1 0 (4-α)Βη a 0H m-114 ΑΊ 0 (2-Me)Bn a 0H M-ιΐδ Α-1 0 (3-Me)Bn - 0H in-116 Α-1 0 (4-Me)Bn - 0H ΙΠ-117 Α-1 0 (2-CF3)Bn — 0H ΙΠ-118 Α- 1 0 (3,GF3)Bii — 0H ΙΠ-119 Α-1 0 (4-CFg)Bn a 0H ΙΠΊ20 ΑΊ 0 (2OMe)Bn a 0H ΙΠ-121 Α-2 0 (2OMe)Bn a 0H ΙΠ-122 Α-3 0 (2-0Me)Bn - 0H ΙΠ-123 Α·4 0 (2-0Me)Bn - 0H ΠΙ-124 Α-5 0 (2-〇Me)Bn — 0H ΙΠ-125 Α-1 0 (3-〇Me)Bn — 0H ΙΠ-126 Α-1 0 (4-0Me)Bn — 0H ΙΠ-127 Α-1 0 (2,4-(OMe)2&gt;Bn — 0H ΠΙ-128 Α-1 0 (2,6-(OMe)2)Bn -0H ΙΠ-129 Α·1 0 (3,5-(OMe)2)Bn — 0H ΙΠ-130 Α-1 0 CH(Me)Pli — 0H ΙΠ- 131 Α-1 0 — 0H ΙΠ-132 Α-2 0 — 0H ΙΠ-133 Α·3 0 — 0H ΙΠ-134 Α·4 0 —' 0H ΙΠ-135 Α&quot;5 0 a 0H ΙΠ-136 Α-1 0 ~Os -0H ΠΙ-137 Α-1 0 ^Osoz □H ΙΠ-138 Α-1 0 — 0H III-139 Α-1 0 ~Cs — DH ΙΠ-140 Α·2 0 -o - &lt; DH 101 320292 200920255 [Table 32

化合物编號 A X1 R1 R2 R3 m-i4i A-3 0 ~Cs — OH ΙΠ-142 A-4 0 一 OH ΙΠ-143 AK5 0 ~Cs — OH in-144 A-l 0 — OH in-145 A-l 0 -a OH ΙΠ-146 A-2 0 -^Me — OH m-147 A-3 0 ^Me — OH in-148 A-4 0 ^Me — OH m-149 A&quot;5 0 ^Me — OH ΠΙ-150 A-l 0 — OH m-151 A-l 0 -a OH m-152 A-l 0 \rN — OH ΠΙ-153 A.1 0 — OH m-154 A-l 0 N-s — OH m-155 A-l 0 — OH in· 156 ΑΊ 0 _/rMe VN 」rrMe 一 OH m-157 ΑΊ 0 Me OH 102 320292 200920255 【表3 3】Compound No. A X1 R1 R2 R3 m-i4i A-3 0 ~Cs — OH ΙΠ-142 A-4 0-OH ΙΠ-143 AK5 0 ~Cs — OH in-144 Al 0 — OH in-145 Al 0 - a OH ΙΠ-146 A-2 0 -^Me — OH m-147 A-3 0 ^Me — OH in-148 A-4 0 ^Me — OH m-149 A&quot;5 0 ^Me — OH ΠΙ-150 Al 0 — OH m-151 Al 0 —a OH m-152 Al 0 \rN — OH ΠΙ-153 A.1 0 — OH m-154 Al 0 Ns — OH m-155 Al 0 — OH in· 156 ΑΊ 0 _/rMe VN ” rrMe OH m-157 ΑΊ 0 Me OH 102 320292 200920255 [Table 3 3]

化合物編號 A X1 R1 R2 R3 ΠΙ-158 A-l 0 Me — OH ΙΠ-159 A-l 0 — OH ΠΙ-160 A-l 0 — OH ΙΠ-161 A-l 0 — OH m-162 A-l 0 — OH m-163 A-l 0 — OH ΠΙ-164 A-l 0 n-n — OH m-165 A-l 0 Me n^n Me — OH m-166 A-l 0 — OH m-167 A-l 0 -&lt;Qso2 — OH m-168 A-l 0 -〇 一 OH in-169 A-l 0 -〇 — OH m-πο A-l 0 -n^so2 — OH m-i7i A-l 0 ~Q — OH in-172 A~1 0 — OH in-173 A-l 0 Ld ~Q Me — OH 103 320292 200920255 【表34】Compound No. A X1 R1 R2 R3 ΠΙ-158 Al 0 Me — OH ΙΠ-159 Al 0 — OH ΠΙ-160 Al 0 — OH ΙΠ-161 Al 0 — OH m-162 Al 0 — OH m-163 Al 0 — OH ΠΙ-164 Al 0 nn — OH m-165 Al 0 Me n^n Me — OH m-166 Al 0 — OH m-167 Al 0 —&lt;Qso2 — OH m-168 Al 0 —〇一OH in-169 Al 0 -〇— OH m-πο Al 0 -n^so2 — OH m-i7i Al 0 ~Q — OH in-172 A~1 0 — OH in-173 Al 0 Ld ~Q Me — OH 103 320292 200920255 Table 34]

化合物編號 A X1 R1 R2 E3 m-174 A-l 0 &quot;Q cf3 一 OH ΠΙ-175 A-l 0 OMe — OH ΙΠ-176 ΑΊ 0 — OH ΙΠ-177 A-l 0 ~i&gt;cl — OH ΙΠ-178 A-l 0 — OH ΙΠ-179 A-l 0 O~cf8 — OH ΙΠ-180 A-l 0 — OH m-i8i A_1 0 F -Q — OH m-182 A-l 0 Me -0 — OH ΠΙ-183 A-l 0 ,cf8 -〇 N-^ — OH m-184 A-l 0 OMe -0 — OH DP 185 A-l 0 -Q 一 OH in-186 A-l 0 _ OH m-187 A-l 0 — OH m-188 A-l 0 -^Q-cFs 一 OH m-189 A-l 0 一 OH m-i9〇 A-2 0 -H〇V-OMe 一 OH jQ4 320292 200920255 【表35】Compound No. A X1 R1 R2 E3 m-174 Al 0 &quot;Q cf3 -OH ΠΙ-175 Al 0 OMe — OH ΙΠ-176 ΑΊ 0 — OH ΙΠ-177 Al 0 ~i&gt;cl — OH ΙΠ-178 Al 0 — OH ΙΠ-179 Al 0 O~cf8 — OH ΙΠ-180 Al 0 — OH m-i8i A_1 0 F -Q — OH m-182 Al 0 Me -0 — OH ΠΙ-183 Al 0 , cf8 -〇N-^ — OH m-184 Al 0 OMe -0 — OH DP 185 Al 0 —Q —OH in-186 Al 0 _ OH m-187 Al 0 — OH m-188 Al 0 —^Q-cFs —OH m-189 Al 0-OH m-i9〇A-2 0 -H〇V-OMe-OH jQ4 320292 200920255 [Table 35]

化合物編號 A X1 R1 E2 R3 ΙΠ191 A-3 0 — OH ΠΙ-192 A-4 0 —^~V-OMe — OH ΙΠ-193 Α·5 0 — OH m-194 Α·1 0 — OH in-195 Α·1 0 N=\ 一 OH m-196 A-l 0 CFg — OH m-197 Α·1 0 OMe N=( — OH m-198 A-l 0 OMe N=( Ίην OMe — OH in· 199 A-l 0 -o — OH m-2〇o A-l 0 nh2 N~NH2 一 OH m-201 A-l 0 — OH m-202 A-l 0 — OH m-203 A-2 0 — OH m-204 A-3 0 一 OH m-205 A_4 0 — OH 105 320292 . 200920255 【表3 6】Compound No. A X1 R1 E2 R3 ΙΠ191 A-3 0 — OH ΠΙ-192 A-4 0 —^~V-OMe — OH ΙΠ-193 Α·5 0 — OH m-194 Α·1 0 — OH in-195 Α·1 0 N=\ OH m-196 Al 0 CFg — OH m-197 Α·1 0 OMe N=( — OH m-198 Al 0 OMe N=( Ίην OMe — OH in· 199 Al 0 -o — OH m-2〇o Al 0 nh2 N~NH2—OH m-201 Al 0 — OH m-202 Al 0 — OH m-203 A-2 0 — OH m-204 A-3 0 — OH m-205 A_4 0 — OH 105 320292 . 200920255 [Table 3 6]

化合物編號 A X1 R1 R2 E3 ΠΙ-206 A-5 0 — OH 冚-207 A-l 0 — OH ΙΠ-208 A-l 0 一 OH m-209 A-l 0 — OH ΙΠ-210 A-l 0 一 OH m-2ii A-l 0 CH2Hp — OH m-212 A-l 0 卿 ~aMe 一 OH ΙΠ-213 A-l 0 c^Me — OH ΠΓ214 Α·1 0 nh2 — OH m-215 A-l 0 NHMe 一 OH 一 m-216 Α·1 0 NMeg — OH ΙΠ-217 A.l 0 OMe — OH m-218 A*1 0 0£2t — OH m-219 A.l 0 Me 6-F OH m-220 A-l 0 Me 6-C1 OH m-221 A-l 0 Me 3-OMe OH m-222 A-l s Me 一 OH m-223 A-4 0 Me — S(n-Hex) m-224 Α·4 0 Me SO(n*Hex) m-225 A-4 0 Me — S02(n'Hex) m-226 A-4 0 Me SPii m-227 A-4 0 Me SOPh m-228 A-4 0 Me S02Ph m-229 A-l 0 CH2CH2CH=CH2 一· OH m-230 A-l 0 CH2CH2CH=C(Me)2 — OH ΠΙ-231 A-l 0 ch2ch2c=ch — OH ΙΠ-232 A-l 0 CH2CH2C(Me)=CF2 — OH ΙΠ-233 A-l 0 CH(Me)C(=0)0t-Bu 一 OH 106 320292 200920255 【表37】Compound No. A X1 R1 R2 E3 ΠΙ-206 A-5 0 — OH 冚-207 Al 0 — OH ΙΠ-208 Al 0 — OH m-209 Al 0 — OH ΙΠ-210 Al 0 — OH m-2ii Al 0 CH2Hp — OH m-212 Al 0 卿~aMe OH ΙΠ-213 Al 0 c^Me — OH ΠΓ 214 Α·1 0 nh2 — OH m-215 Al 0 NHMe OH a m-216 Α·1 0 NMeg — OH ΙΠ -217 Al 0 OMe — OH m-218 A*1 0 0£2t — OH m-219 Al 0 Me 6-F OH m-220 Al 0 Me 6-C1 OH m-221 Al 0 Me 3-OMe OH m -222 Al s Me - OH m-223 A-4 0 Me — S(n-Hex) m-224 Α·4 0 Me SO(n*Hex) m-225 A-4 0 Me — S02(n'Hex M-226 A-4 0 Me SPii m-227 A-4 0 Me SOPh m-228 A-4 0 Me S02Ph m-229 Al 0 CH2CH2CH=CH2 I· OH m-230 Al 0 CH2CH2CH=C(Me) 2 — OH ΠΙ-231 Al 0 ch2ch2c=ch — OH ΙΠ-232 Al 0 CH2CH2C(Me)=CF2 — OH ΙΠ-233 Al 0 CH(Me)C(=0)0t-Bu-OH 106 320292 200920255 【Table 37]

化合物編號 A X1 R1 R2 Rs ΠΙ-234 A-l 0 (2-OCHF2)Bn — OH ΠΙ-235 Α·1 0 CH2CH2Ph OH ΠΙ-236 A-l 0 CH2xp — OH ΙΠ-237 A-l 0 ch2-n^) ^CFa — OH f3c ΠΙ-238 A-l 0 CH々 Me OH ΙΠ-239 A-l 0 CH^ Me — OH ΙΠ-240 A-l 0 ch2-^V-ci — OH ΙΠ-241 A-l 0 — OH ΠΙ-242 A-l 0 ch2ch2^T — OH ΙΠ-243 A-l 0 CH2ca2H^TMe 一 OH ΠΙ-244 A-l 0 Bn 8-Me OH ΠΙ-24δ A-l 0 Bn 7-Me OH ΠΡ246 A-l 0 Bn 6-Me OH ΠΙ-247 A-l 0 Bn 6-〇Me OH 107 320292 200920255 【表38】Compound No. A X1 R1 R2 Rs ΠΙ-234 Al 0 (2-OCHF2)Bn — OH ΠΙ-235 Α·1 0 CH2CH2Ph OH ΠΙ-236 Al 0 CH2xp — OH ΙΠ-237 Al 0 ch2-n^) ^CFa — OH f3c ΠΙ-238 Al 0 CH々Me OH ΙΠ-239 Al 0 CH^ Me — OH ΙΠ-240 Al 0 ch2-^V-ci — OH ΙΠ-241 Al 0 — OH ΠΙ-242 Al 0 ch2ch2^T — OH ΙΠ-243 Al 0 CH2ca2H^TMe-OH ΠΙ-244 Al 0 Bn 8-Me OH ΠΙ-24δ Al 0 Bn 7-Me OH ΠΡ246 Al 0 Bn 6-Me OH ΠΙ-247 Al 0 Bn 6-〇Me OH 107 320292 200920255 [Table 38]

Νώκ2 7 _化合物編號 A X1 R12 R2 R8 IV-1 A-l 0 — — OH IV-2 A_2 0 — — OH IV-3 A-3 0 — — OH IV-4 A-4 0 — — OH IV-5 A'5 0 — 一 OH IV-6 A-l 0 2-F — OH IV-7 A-l 0 3-F 一 OH IV-8 A-l 0 4-F — OH IV-9 A-l 0 2-C1 — OH IV-10 A-4 0 2-C1 — OH IV-11 ΑΊ 0 3-C1 — OH IV· 12 Am4 0 3-C1 一 OH IV-13 A，1 0 4-C1 — OH IV-14 A-4 0 4-C1 — OH IV-15 A，5 0 . 4-C1 — OH IV-16 A-l 0 2-Br — OH IV-17 A-l 0 3-Br — OH IV-18 A-l 0 4'Br — OH IV-19 A-l 0 2 &quot;Me — OH IV-20 A-l 0 3'Me — OH IV-21 A-l 0 4-Me 一 OH IV-22 A-l 0 2-Et — OH IV-23 A-l 0 3-Et — OH IV-24 A-l 0 4-Et — OH IV-25 A-l 0 2-n-Pr — OH IV-26 A-l 0 3-n-Pr — OH IV-27 A-l 0 4-n'Pr — OH IV-28 A-l 0 2-i-Pr — OH IV-29 A-l 0 3-i-Pr — OH IV-30 A-l 0 4-i'Pr — OH IV-31 A-l 0 2-c-Pr — OH IV-32 A-l 0 3-c-Pr — OH IV-33 A-l 0 4-c-Pr — OH IV-34 A-l 0 2-CFs — OH 108 320292 200920255 【表39】Νώκ2 7 _compound number A X1 R12 R2 R8 IV-1 Al 0 — — OH IV-2 A_2 0 — — OH IV-3 A-3 0 — — OH IV-4 A-4 0 — — OH IV-5 A '5 0 — OH IV-6 Al 0 2-F — OH IV-7 Al 0 3-F — OH IV-8 Al 0 4-F — OH IV-9 Al 0 2-C1 — OH IV-10 A -4 0 2-C1 — OH IV-11 ΑΊ 0 3-C1 — OH IV· 12 Am4 0 3-C1 OH IV-13 A,1 0 4-C1 — OH IV-14 A-4 0 4-C1 — OH IV-15 A,5 0 . 4-C1 — OH IV-16 Al 0 2-Br — OH IV-17 Al 0 3-Br — OH IV-18 Al 0 4'Br — OH IV-19 Al 0 2 &quot;Me - OH IV-20 Al 0 3'Me - OH IV-21 Al 0 4-Me - OH IV-22 Al 0 2-Et - OH IV-23 Al 0 3-Et - OH IV-24 Al 0 4-Et — OH IV-25 Al 0 2-n-Pr — OH IV-26 Al 0 3-n-Pr — OH IV-27 Al 0 4-n'Pr — OH IV-28 Al 0 2-i -Pr - OH IV-29 Al 0 3-i-Pr - OH IV-30 Al 0 4-i'Pr - OH IV-31 Al 0 2-c-Pr - OH IV-32 Al 0 3-c-Pr — OH IV-33 Al 0 4-c-Pr — OH IV-34 Al 0 2-CFs — OH 108 320292 200920255 [Table 39]

化合物編號 A X1 R12 R2 R8 IV-35 A-2 0 2-CFg — OH IV-36 Α·3 0 2-CFs — OH IV-37 Α'4 0 2-CF3 — OH IV-38 Α-5 0 2-CFs 一 OH IV-39 A-l 0 3-CFs 一 OH IV-40 Α-2 0 3-CFg — OH IV-41 Α-3 0 3-CFs — OH IV-42 Α·4 0 3-CF3 一 OH IV-43 Α-5 0 3-CFs — OH IV-44 Α-1 0 4-CF3 一 OH IV-45 Α-2 0 4-CFs 一 OH IV-46 Α-3 0 4*CFS 一 OH IV-47 Α-4 0 4-CF3 — OH IV-48 Α'5 0 4-CF3 一 OH IV-49 Α·1 0 2ΌΗ — OH IV-50 Α-1 0 3-OH 一 OH IV-51 Α·1 0 4-OH — OH IV-52 Α-1 0 2-OMe 一 OH IV-53 Α-2 0 2OMe 一 OH IV-54 Α-3 0 2-〇Me — OH · IV-55 Α·4 0 2-OMe 一 OH IV-56 Α-5 0 2-OMe — OH IV-57 Α-1 0 3-OMe 一 OH IV-58 Α-2 0 3-〇Me — OH IV-59 Α-3 0 3-OMe — OH IV-60 Α·4 0 3-OMe — OH IV-61 Α·5 0 3,OMe — OH IV-62 Α-1 0 4-〇Me 一 OH IV-63 Α-2 0 4-〇Me — OH IV-64 Α-3 0 4-OMe — OH IV-65 Α·4 0 4-OMe — OH IV-66 Α-5 0 4-OMe 一 OH IV-67 Α-1 0 2-OEt — OH IV-68 Α-1 0 3-OEt 一 OH IV-69 Α-1 0 4-OEt 一 OH IV-70 Α-1 0 2-〇-n-Pr — OH IV-71 Α-1 0 3-O-n-Pr — OH IV-72 Α-1 0 4O&quot;H&quot;Pr 一 OH IV-73 Α-1 0 2-O-rPr — OH IV-74 Α-1 0 3-〇-rPr 一 OH IV-75 Α-1 0 4*0*rPr 一 OH 109 320292 200920255 【表40】Compound No. A X1 R12 R2 R8 IV-35 A-2 0 2-CFg — OH IV-36 Α·3 0 2-CFs — OH IV-37 Α'4 0 2-CF3 — OH IV-38 Α-5 0 2-CFs-OH IV-39 Al 0 3-CFs-OH IV-40 Α-2 0 3-CFg — OH IV-41 Α-3 0 3-CFs — OH IV-42 Α·4 0 3-CF3 OH IV-43 Α-5 0 3-CFs — OH IV-44 Α-1 0 4-CF3 OH IV-45 Α-2 0 4-CFs-OH IV-46 Α-3 0 4*CFS-OH IV -47 Α-4 0 4-CF3 — OH IV-48 Α'5 0 4-CF3 OH IV-49 Α·1 0 2ΌΗ — OH IV-50 Α-1 0 3-OH-OH IV-51 Α· 1 0 4-OH — OH IV-52 Α-1 0 2-OMe-OH IV-53 Α-2 0 2OMe-OH IV-54 Α-3 0 2-〇Me — OH · IV-55 Α·4 0 2-OMe-OH IV-56 Α-5 0 2-OMe — OH IV-57 Α-1 0 3-OMe-OH IV-58 Α-2 0 3-〇Me — OH IV-59 Α-3 0 3 -OMe — OH IV-60 Α·4 0 3-OMe — OH IV-61 Α·5 0 3,OMe — OH IV-62 Α-1 0 4-〇Me OH IV-63 Α-2 0 4- 〇Me — OH IV-64 Α-3 0 4-OMe — OH IV-65 Α·4 0 4-OMe — OH IV-66 Α-5 0 4-OMe OH IV-67 Α-1 0 2-OEt — OH IV-68 Α-1 0 3-OEt-OH IV-69 Α-1 0 4-OEt-OH IV-70 Α- 1 0 2-〇-n-Pr — OH IV-71 Α-1 0 3-On-Pr — OH IV-72 Α-1 0 4O&quot;H&quot;Pr-OH IV-73 Α-1 0 2-O- rPr — OH IV-74 Α-1 0 3-〇-rPr-OH IV-75 Α-1 0 4*0*rPr-OH 109 320292 200920255 [Table 40]

化合物編號 A X1 R12 _ R2 R3 IV-76 A-l 0 2-O-c-Pr — OH IV-77 A-l 0 3-〇-c-Pr — OH IV-78 A-l 0 4'0~C'Pr — OH IV-79 A-l 0 2-〇CH2CH=CH2 — OH IV-80 A-l 0 3-OCH2CH=CH2 — OH IV-81 A-l 0 4-〇CH2CH=CH2 一 OH IV-82 A-l 0 2-OCH2C 三 CH 一 OH IV-83 A-l 0 3-OCH2C 三 CH — OH IV-84 A-l 0 4-〇CH2C=CH — OH IV-85 A-l 0 2-0CHF2 — OH IV-86 A-2 0 2-〇CHF2 — OH IV-87 A-3 0 2-〇CHF2 — OH IV-88 A&quot;4 0 2-〇CHF2 — OH IV-89 Α·5 0 2-〇CHF2 — OH IV-90 A-l 0 3-〇CHF2 — OH IV-91 A-2 0 3-〇CHF2 — OH IV-92 A-3 0 3-〇CHF2 —- OH IV-93 A_4 0 3-〇CHF2 — OH IV-94 A'5 0 3-OCHF2 — OH IV-95 A-l 0 4-〇CHF2 — OH . IV-96 A-2 0 4-〇CHF2 — OH IV-97 A-3 0 4-〇CHF2 — OH IV-98 A'4 0 4-OCHF2 一 OH IV-99 Α·5 0 4-OCHF2 — OH IV-100 A-l 0 2-0CFs 一 [ OH IV-101 A-l 0 3-OCFg — OH IV-102 A-2 0 3-OCFs — OH IV-103 A-3 0 3-OCF3 — OH IV· 104 A-4 0 3-0CFs — OH IV-105 A'5 0 3-〇CF3 一 OH IV-106 A-l 0 4-OCF3 — OH IV-107 A-2 0 4-OCFg — OH IV-108 A-3 0 4-OCFg — OH IV-109 A-4 0 4-OCFs — OH IV· 110 A&quot;5 0 4-〇CF3 — OH IV-111 A-l 0 2-0CH2CH20Me — OH IV-112 A-l 0 3-0CH2CH20Me — OH IV-113 A-l 0 4-〇CH2CH2〇Me — OH 110 320292 200920255 【表41】Compound No. A X1 R12 _ R2 R3 IV-76 Al 0 2-Oc-Pr — OH IV-77 Al 0 3-〇-c-Pr — OH IV-78 Al 0 4'0~C'Pr — OH IV- 79 Al 0 2-〇CH2CH=CH2 — OH IV-80 Al 0 3-OCH2CH=CH2 — OH IV-81 Al 0 4-〇CH2CH=CH2-OH IV-82 Al 0 2-OCH2C Tri-CH-OH IV- 83 Al 0 3-OCH2C Tri CH — OH IV-84 Al 0 4-〇CH2C=CH — OH IV-85 Al 0 2-0CHF2 — OH IV-86 A-2 0 2-〇CHF2 — OH IV-87 A -3 0 2-〇CHF2 — OH IV-88 A&quot;4 0 2-〇CHF2 — OH IV-89 Α·5 0 2-〇CHF2 — OH IV-90 Al 0 3-〇CHF2 — OH IV-91 A -2 0 3-〇CHF2 — OH IV-92 A-3 0 3-〇CHF2 —- OH IV-93 A_4 0 3-〇CHF2 — OH IV-94 A'5 0 3-OCHF2 — OH IV-95 Al 0 4-〇CHF2 — OH . IV-96 A-2 0 4-〇CHF2 — OH IV-97 A-3 0 4-〇CHF2 — OH IV-98 A'4 0 4-OCHF2 One OH IV-99 Α · 5 0 4-OCHF2 — OH IV-100 Al 0 2-0CFs —[ OH IV-101 Al 0 3-OCFg — OH IV-102 A-2 0 3-OCFs — OH IV-103 A-3 0 3- OCF3 — OH IV· 104 A-4 0 3-0CFs — OH IV-105 A'5 0 3-〇CF3 OH IV-106 Al 0 4-OCF3 — OH IV-107 A-2 0 4- OCFg — OH IV-108 A-3 0 4-OCFg — OH IV-109 A-4 0 4-OCFs — OH IV· 110 A&quot;5 0 4-〇CF3 — OH IV-111 Al 0 2-0CH2CH20Me — OH IV-112 Al 0 3-0CH2CH20Me — OH IV-113 Al 0 4-〇CH2CH2〇Me — OH 110 320292 200920255 [Table 41]

化合物編號 A X1 R12 R2 R3 IV-114 A-l 0 2-OCHjf^] — OH IV-115 A-l 0 3-0CHz·^] — OH IV-116 A-l 0 4-〇CH2-&lt;p 一 OH IV-117 A-l 0 2-0C(=0)Me — OH IV-118 A-l 0 3-0C(=0)Me 一 OH IV-119 A-l 0 3-0C(=0)Me — OH IV-120 A-l 0 2-SMe — OH IV-121 A-l 0 3-SMe — OH IV-122 A-l 0 4-SMe — OH IV-123 A-l 0 2-S02Me — OH IV-124 A-l 0 3-S02Me — OH IV-125 A-l 0 4-S02Me — OH IV-126 A-l 0 2-SCFg — OH IV-127 A-l 0 3-SCFs — OH IV-128 A-l 0 4-SCFs — OH IV-129 A-l 0 2-N〇2 OH IV· 130 A-l 0 3-N〇2 — OH IV-131 A-l 0 4-N〇2 — OH IV-132 A-l 0 2-NH2 — OH IV-133 A-l 0 3-NH2 — OH IV-134 A-l 0 4-NH2 — OH . IV-135 A-l 0 2-CN — OH IV-136 A-l 0 3-CN — OH IV-137 A-l 0 4-CN OH IV-138 A-l 0 2-C(=0)Me — OH IV-139 A-l 0 3-C(=0)Me — OH IV，140 A-l 0 4_C(=0)Me — OH IV-141 A-l 0 2-C(=0)0H — OH IV-142 A-l 0 3-C(=0)0H 一 OH IV-143 A-l 0 4-C(=0)0H 一 OH IV-144 A-l 0 2-C(=0)0Me OH IV-145 A-l 0 3-C(=0)0Me — OH IV-146 A-l 0 4-C(=0)0Me — OH IV-147 A-l 0 2-CH2OMe — OH IV-148 A-l 0 3-CH2OMe 一 OH 111 320292 200920255 【表42】Compound No. A X1 R12 R2 R3 IV-114 Al 0 2-OCHjf^] — OH IV-115 Al 0 3-0CHz·^] — OH IV-116 Al 0 4-〇CH2-&lt;p-OH IV-117 Al 0 2-0C(=0)Me — OH IV-118 Al 0 3-0C(=0)Me-OH IV-119 Al 0 3-0C(=0)Me — OH IV-120 Al 0 2-SMe — OH IV-121 Al 0 3-SMe — OH IV-122 Al 0 4-SMe — OH IV-123 Al 0 2-S02Me — OH IV-124 Al 0 3-S02Me — OH IV-125 Al 0 4-S02Me — OH IV-126 Al 0 2-SCFg — OH IV-127 Al 0 3-SCFs — OH IV-128 Al 0 4-SCFs — OH IV-129 Al 0 2-N〇2 OH IV· 130 Al 0 3- N〇2 — OH IV-131 Al 0 4-N〇2 — OH IV-132 Al 0 2-NH 2 — OH IV-133 Al 0 3-NH 2 — OH IV-134 Al 0 4-NH 2 — OH . IV- 135 Al 0 2-CN — OH IV-136 Al 0 3-CN — OH IV-137 Al 0 4-CN OH IV-138 Al 0 2-C(=0)Me — OH IV-139 Al 0 3-C (=0)Me — OH IV,140 Al 0 4_C(=0)Me — OH IV-141 Al 0 2-C(=0)0H — OH IV-142 Al 0 3-C(=0)0H—OH IV-143 Al 0 4-C(=0)0H-OH IV-144 Al 0 2-C(=0)0Me OH IV-145 Al 0 3-C(=0)0Me — OH IV-146 Al 0 4 -C(=0)0Me — OH IV-147 A-l 0 2-CH2OMe — OH IV-148 A-l 0 3-CH2OMe- OH 111 320292 200920255 [Table 42]

化合物編號 A X1 R12 R2 R3 IV-149 A-l 0 4-CH2OMe 一 OH IV-150 A-l 0 2,3-F2 — OH IV-151 Α·1 0 2,4-F2 一 OH IV-152 A-l 0 2,5-Fz — OH IV-153 A-l 0 2,6-F2 — OH IV-154 A-l 0 3,4-F2 — OH IV-155 A_1 0 3,5-F2 一 OH IV-156 A-l 0 2,3-Cl2 — OH IV-157 A-l 0 2,4-Cl2 — OH IV-158 A-l 0 2,5-Cl2 — OH IV-159 A-l 0 2,6-Cl2 — OH IV-160 A-l 0 3,4-Cl2 — OH IV-161 A-l 0 3,5-Cl2 — OH IV-162 A-l 0 2-F, 3-OMe — OH IV-163 A-l 0 2-C1, 3-OMe — OH IV-164 A-l 0 2-Me, 3-〇Me — OH IV· 165 A-l 0 2,3-(OMe)2 — OH IV-166 A-l 0 3-OMe, 4*F — OH IV-167 A-l 0 3OMe, 4&quot;C1 一 OH · IV-168 A-l 0 3OMe, 4-Me — OH IV-169 A-l 0 3,4_(OMe)2 — OH IV-170 A-l 0 3-OMe, 5-F 一 OH IV-171 A-l 0 3-OMe, 5-C1 — OH IV-172 A-l 0 3-OMe, 5-Me 一 OH IV· 173 A-l 0 3,5-(OMe)2 . 一 OH IV-174 A-l 0 2-F, 4-OMe — OH IV· 175 A-l 0 2-C1, 4-OMe —. OH IV· 176 A-l 0 2_Me, 4OMe — OH IV· 177 Α·1 0 2,4-(OMe)2 — OH IV-178 A-l 0 3-F, 4-OMe — OH IV-179 A-l 0 3-(^ 4-OMe OH IV-180 A-l 0 3-Me, 4-〇Me OH Γν-181 A-l 0 2-F, 5OMe 一 OH IV-182 A-l 0 2-C1, 5-OMe 一 OH IV-183 A-l 0 2-Me, 5-〇Me — OH IV-184 A-l 0 2,5-(OMe)2 — OH IV-185 A-l 0 3,4,5-(OMe)3 — OH IV-186 A-l 0 一 6-F OH IV-187 A-l 0 2 tOMe 3-F DH 112 320292 200920255 【表43】Compound No. A X1 R12 R2 R3 IV-149 Al 0 4-CH2OMe-OH IV-150 Al 0 2,3-F2 — OH IV-151 Α·1 0 2,4-F2-OH IV-152 Al 0 2, 5-Fz — OH IV-153 Al 0 2,6-F2 — OH IV-154 Al 0 3,4-F2 — OH IV-155 A_1 0 3,5-F2 —OH IV-156 Al 0 2,3- Cl2 — OH IV-157 Al 0 2,4-Cl2 — OH IV-158 Al 0 2,5-Cl 2 —OH IV-159 Al 0 2,6-Cl 2 —OH IV-160 Al 0 3,4-Cl 2 — OH IV-161 Al 0 3,5-Cl2 — OH IV-162 Al 0 2-F, 3-OMe — OH IV-163 Al 0 2-C1, 3-OMe — OH IV-164 Al 0 2-Me, 3-〇Me — OH IV· 165 Al 0 2,3-(OMe)2 — OH IV-166 Al 0 3-OMe, 4*F — OH IV-167 Al 0 3OMe, 4&quot;C1-OH · IV- 168 Al 0 3OMe, 4-Me — OH IV-169 Al 0 3,4_(OMe)2 — OH IV-170 Al 0 3-OMe, 5-F-OH IV-171 Al 0 3-OMe, 5-C1 — OH IV-172 Al 0 3-OMe, 5-Me-OH IV· 173 Al 0 3,5-(OMe)2 . One OH IV-174 Al 0 2-F, 4-OMe — OH IV· 175 Al 0 2-C1, 4-OMe —. OH IV· 176 Al 0 2_Me, 4OMe — OH IV· 177 Α·1 0 2,4-(OMe)2 — OH IV-178 Al 0 3-F, 4-OMe — OH IV-179 Al 0 3-(^ 4- OMe OH IV-180 Al 0 3-Me, 4-〇Me OH Γν-181 Al 0 2-F, 5OMe-OH IV-182 Al 0 2-C1, 5-OMe-OH IV-183 Al 0 2-Me , 5-〇Me — OH IV-184 Al 0 2,5-(OMe)2 — OH IV-185 Al 0 3,4,5-(OMe)3 — OH IV-186 Al 0 a 6-F OH IV -187 Al 0 2 tOMe 3-F DH 112 320292 200920255 [Table 43]

化合物編號 A X1 R12 R2 E3 IV-188 A-1 0 — 6-Cl OH IV-189 Α·1 0 4OMe 6-C1 OH IV-190 A-1 0 一 6-OMe OH IV-191 A-1 0 4OMe 6-OMe OH IV-192 A-1 s — — OH IV· 193 A-1 s 4-〇Me — OH IV-194 A-4 0 一 — S(n-Hex) IV-195 A-4 0 一 — SO(n-Hex) IV· 196 A-4 0 — — S02(n-Hex) IV-197 Α·4 0 — — SPh IV-198 A-4 0 一 — SOPh IV-199 A-4 0 — — S02Ph IV-200 A-1 0 2-F，5-CF3 — OH IV-201 A-1 0 3-CF3,4-F ~ OH TV-202 A-1 0 2-F,3-CFs — OH IV-203 A-1 0 3-F,5-CF3 — OH IV-204 A-1 0 2,3-(Me)2 — OH IV-205 A-1 0 2,4-(Me)2 — OH IV-206 A-1 0 2,5_(Me)2 — OH · IV-207 A-1 0 2,6-(Me)2 — OH IV-208 A-1 0 3,4-(Me)2 — OH IV-209 A-1 0 3,5-(Me)2 — OH IV-210 A-1 0 3,5-(CF3)2 — OH IV-211 A-1 0 2,6-(OMe)2 一 OH IV-212 A，1 0 2-F, 3-C1 — OH IV-213 A-1 0 2-F, 4-C1 — OH IV-214 A-1 0 2-F, 5-C1 — OH IV-215 A-1 0 3-F, 4-C1 — OH IV-216 A-1 0 4-F, 2-C1 — OH IV-217 A-1 0 4-F, 3-C1 OH IV-218 A-1 0 2-F, 3-Me —- OH IV-219 A-1 0 2-F, 4-Me 一 OH IV-220 A1 0 2-F, 5-Me 一 OH IV-221 A-1 0 3-F, 2-Me 一 OH IV-222 A-1 0 3-F, 4-Me — OH IV-223 Α·4 0 3-F, 4-Me — OH IV-224 A-1 0 B-F, 5-Me — OH IV-225 A-1 0 ‘ ί-T, 2'Me - OH IV-226 A-1 0 i-F, 3-Me - &lt; DH 113 320292 200920255 【表44】 化合物編號 A X1 R12 R2 R3 IV-227 A-1 0 5-F, 2-Me 一 OH IV-228 ΑΊ 0 2-F, 4-CF8 一 OH IV-229 Α·1 0 3-F, 4-CFs 一 OH IV-230 A-l 0 4-F, 2-CFs — OH IV-231 A-l 0 3-F, 2-OMe — OH IV-232 A-l 0 4_F, 2-〇Me 一 OH IV-233 A-l 0 5&quot;F, 2-〇Me — OH IV-234 A-l 0 2-F, 4-〇CHF2 — OH IV-235 A-l 0 3-F, 4-OCHF2 一 OH IV-236 A-l 0 4-F, 2-〇CHF2 — OH IV-237 A-l 0 4-F, 3-CN 一 OH IV-238 A-X 0 2-C1, 4-Me — OH IV-239 A-l 0 3-C1，4-Me ~ OH IV-240 A-l 0 3-Cl, 4-〇CHF2 — OH IV-241 A-l 0 4-Me, 3-CFs — OH IV-242 A-l 0 4-Me, 2-〇Me — OH IV-243 A-l 0 3-Me, 4，CN — OH IV-244 A-l 0 4-Me, 3-CN — OH · IV-245 A-l 0 2,3,4-Fg — OH IV-246 A-l 0 2,3,5-Fs — OH IV-247 A-l 0 2,4,5-Fg — OH IV-248 A-l 0 3,4,5-Fs — OH IV-249 A-l 0 2,3-F2, 4-Me — OH IV-250 A-l 0 2,6-F2, 4-OMe — OH IV-251 A-l 0 3,5-F2, 4-OMe — OH IV-252 A-l 0 4-F, 2-C1, 5-Me — OH IV-253 A-l 0 — 7-C1 OH IV-254 A-l 0 — 6-Me OH IV-255 A-l 0 — 7~Me OH IV-256 A-l 0 — 8*Me OH IV-257 A-l 0 3-Me 3-Me OH IV-258 A-l 0 3-CFg 3-Me OH IV-259 A-l 0 4-〇Me 3-Me OH IV-260 A-l 0 3-F, 4-Me 8，Me &lt; DH IV-261 A-4 0 3-F, 4-Me 8-Me &lt; DH IV-262 A-l 0 3-F, 4-〇Me B-Me )H IV-263 A-l 0 _ 8-OMe &lt; )H IV-264 Α·1 0 3-CF3 BOMe 114 320292 200920255 【表45】Compound No. A X1 R12 R2 E3 IV-188 A-1 0 — 6-Cl OH IV-189 Α·1 0 4OMe 6-C1 OH IV-190 A-1 0 A 6-OMe OH IV-191 A-1 0 4OMe 6-OMe OH IV-192 A-1 s — — OH IV· 193 A-1 s 4-〇Me — OH IV-194 A-4 0 —S(n-Hex) IV-195 A-4 0 I—SO(n-Hex) IV· 196 A-4 0 — — S02(n-Hex) IV-197 Α·4 0 — — SPh IV-198 A-4 0 ——— SOPh IV-199 A-4 0 — — S02Ph IV-200 A-1 0 2-F,5-CF3 — OH IV-201 A-1 0 3-CF3,4-F ~ OH TV-202 A-1 0 2-F,3-CFs — OH IV-203 A-1 0 3-F,5-CF3 — OH IV-204 A-1 0 2,3-(Me)2 — OH IV-205 A-1 0 2,4-(Me)2 — OH IV-206 A-1 0 2,5_(Me)2 — OH · IV-207 A-1 0 2,6-(Me)2 — OH IV-208 A-1 0 3,4-(Me)2 — OH IV-209 A-1 0 3,5-(Me)2 — OH IV-210 A-1 0 3,5-(CF3)2 — OH IV-211 A-1 0 2,6-(OMe) 2 OH IV-212 A,1 0 2-F, 3-C1 — OH IV-213 A-1 0 2-F, 4-C1 — OH IV-214 A-1 0 2-F, 5-C1 — OH IV-215 A-1 0 3-F, 4-C1 — OH IV-216 A-1 0 4-F, 2-C1 — OH IV-217 A-1 0 4-F, 3-C1 OH IV- 218 A-1 0 2-F, 3-Me —- OH IV-219 A-1 0 2-F, 4-Me OH IV-220 A1 0 2-F, 5-Me-OH IV-221 A-1 0 3-F, 2-Me-OH IV-222 A-1 0 3-F, 4-Me — OH IV-223 Α·4 0 3-F, 4-Me — OH IV-224 A-1 0 BF, 5-Me — OH IV-225 A-1 0 ' ί-T, 2'Me - OH IV-226 A-1 0 iF, 3-Me - &lt; DH 113 320292 200920255 [Table 44] Compound No. A X1 R12 R2 R3 IV-227 A-1 0 5-F, 2-Me-OH IV-228 ΑΊ 0 2-F, 4 -CF8-OH IV-229 Α·1 0 3-F, 4-CFs-OH IV-230 Al 0 4-F, 2-CFs — OH IV-231 Al 0 3-F, 2-OMe — OH IV- 232 Al 0 4_F, 2-〇Me-OH IV-233 Al 0 5&quot;F, 2-〇Me — OH IV-234 Al 0 2-F, 4-〇CHF2 — OH IV-235 Al 0 3-F, 4-OCHF2-OH IV-236 Al 0 4-F, 2-〇CHF2 — OH IV-237 Al 0 4-F, 3-CN-OH IV-238 AX 0 2-C1, 4-Me — OH IV- 239 Al 0 3-C1,4-Me ~ OH IV-240 Al 0 3-Cl, 4-〇CHF2 — OH IV-241 Al 0 4-Me, 3-CFs — OH IV-242 Al 0 4-Me, 2-〇Me — OH IV-243 Al 0 3-Me, 4,CN — OH IV-244 Al 0 4-Me, 3-CN — OH · IV-245 Al 0 2,3,4-Fg — OH IV -246 Al 0 2,3,5-Fs — OH IV-247 Al 0 2,4,5-Fg — OH IV-248 A- l 0 3,4,5-Fs — OH IV-249 Al 0 2,3-F2, 4-Me — OH IV-250 Al 0 2,6-F2, 4-OMe — OH IV-251 Al 0 3, 5-F2, 4-OMe — OH IV-252 Al 0 4-F, 2-C1, 5-Me — OH IV-253 Al 0 — 7-C1 OH IV-254 Al 0 — 6-Me OH IV-255 Al 0 — 7~Me OH IV-256 Al 0 — 8*Me OH IV-257 Al 0 3-Me 3-Me OH IV-258 Al 0 3-CFg 3-Me OH IV-259 Al 0 4-〇Me 3-Me OH IV-260 Al 0 3-F, 4-Me 8,Me &lt; DH IV-261 A-4 0 3-F, 4-Me 8-Me &lt; DH IV-262 Al 0 3-F , 4-〇Me B-Me )H IV-263 Al 0 _ 8-OMe &lt; )H IV-264 Α·1 0 3-CF3 BOMe 114 320292 200920255 [Table 45]

化合物编號 A X1 R12 R2 Es IV-265 A-l 0 3-F, 4-Me 8-C1 OH IV-266 A-l 0 3-F, 4-Me 6-F OH TV-267 A-l 0 3-F, 4-Me 6-G1 OH IV-268 A-l 0 3-F, 4-Me 7-Me OH IV-269 A-l 0 3-F, 4-Me 6-Me OH IV-270 A-l 0 — 8-C1 OH IV-271 A-l 0 3-F, 4-Me 6_OMe OH IV-272 A-l 0 3-F, 4-Me 6-〇Me OH IV-273 A-l 0 4OMe 8-Cl OH IV-274 A-l 0 4OMe 6,8'Me2 OH IV-275 A-l 0 3-F, 4-OMe 6,8~Me2 OH IV-276 A-l 0 3,4-(0CH20)· 8-Me OH IV-277 A-l 0 3,4-(0CH2CH20)- 8-Me OH IV-278 A-l 0 3,4-(0CH20)· 6T8_Me2 OH IV-279 A-l 0 3,4-(0CH2CH20)- 6,8-Me2 OH IV-280 A-l 0 4OMe 6-Cl, 8-Me OH IV-281 A-l 0 3-F, 4-OMe 6-C1, 8-Me OH IV-282 A-l 0 3,4-(0CH20)- 6-C1, 8-Me OH IV-283 A-l 0 3,4-(0CH2CH20)- 6-C1, 8-Me OH IV-284 A-l 0 — 6-SMe OH IV-285 A-l 0 3,4-(0CH2CH20)- 6-OMe OH IV-286 A-l 0 3-F,4-〇Et — OH IV-287 A-l 0 3,4-(0CH20)- 8-Cl OH 其次，就本發明製造中間體的通式[J2]所示化合物較佳 具體例，例示如下表46至表81。然而，如同本發明化合 物，並不僅侷限於該等化合物。另外，化合物編號係供在 後述的敘述中參照用，表中的代號係如同上述定義。 115 320292 200920255 【表46】 HOV/1 6 化合物編號 X1 R1 R2 V-l 0 H — V-2 0 Me — V-3 0 Et — V-4 0 n-Pr — V-5 0 i-Pr — V-6 0 cPr — V-7 0 n-Bu — V-8 0 s-Bu — V-9 0 i-Bu — V-10 0 t-Bu — V-ll 0 c-Bu — y-i2 0 n-Pen 一 V-13 0 c-Pen — V-14 0 ηΉβχ — V.-15 0 c-Hex — V-16 0 rrCyHig — V-17 0 — V-18 0 n'C^Hjg — V-19 0 n-Ci0H21 — V-20 0 n'C11H23 — V-21 0 n-C12H26 — V-22 0 ch2ch=ch2 — V-23 0 ch2c=ch — V-24 0 ch2cf8 — V-25 0 ch2ch2f — V-26 0 ch2ch2ci — V-27 0 CH2CHzCF3 — V-28 0 ch2ch=cci2 — V-29 0 CH2OMe — V-30 0 一 V-31 0 CH(Me)OMe — V-32 0 CH(Me)OEt — V-33 0 CH2OPh — Y-34 0 CH2OCH2CH2OMe 一- 116 320292 200920255 【表47】 化合物编號 X1 E1 R2 V-35 0 CH2OCH2CFs 一 V.36 0 CH(Me)OCH2CF8 — V-37 0 CH2OCH2-^ — V-38 0. CH(Me)〇CH2~^^ 一 V-39 0 CH20CH2CH2S02Me 一 Y-40 0 CH2OCH2CH2CN — V-41 0 CH20C(=0)t-Bu — V-42 0 CH2SMe 一[ V-43 0 CH2SEt — V-44 0 CH2S-n-Pr — V-45 0 CH(Me)SMe — V-46 0 CH(Me)SEt — V-47 0 CH(Me)S-n-Pr — V-48 0 CH2SOMe — Y-49 0 CH2SOEt — V-50 0 CHgSO-n-Pr — V-51 0 CH2S02Me — V-52 0 CH2S02Et — Y-53 0 CH2S02.n-Pr — V*54 0 CH(Me)S02Me — V-55 0 CH(Me)S02Et — Y-56 0 CH(Me)S02-n-Pr — V-57 0 CH2CH2OH — V-58 0 CH2CH2OMe — V-59 0 CH2CH2OEt 一 V-60 0 CH(Me)CH2OMe — V-61 0 CH2CH2SMe 一 V-62 0 CH2CH2S02Me — V-63 0 CH2CH2CH2OMe — V-64 0 DH2C(=0)Me 一 V-65 0 DH2C(=0)0Me 一 V-66 0 DH2C(=0)0Et 一 V-67 0 3H2C(=0)0-n-Pr - V-68 0 〕H2C(=0)Oi-Pr - V-69 0 &lt; 3H2C(=0)0-t-Bu — V-70 0 ]H2C(=0)NMe2 - 117 320292 200920255 【表48】 化合物編號 X1 R1 R2 V-71 〇 CH2C(=0)-N^P — V-72 0 ch2cn 一 V-73 0 ch2ch2cn — V-74 0 CH(Me)CH2CN — V-75 0 ch2ch2ch2cn — V-76 0 ch2ch2no2 — V-77 0 Bn — V-78 0 (2-F)Bn — V-79 0 (3-F)Bn 一 V-80 0 (4-F)Bn — V-81 0 (2-Cl)Bn 一 V-82 0 (3-Cl)Bn — V-83 0 (4-Cl)Bn — V-84 0 :2-Me)Bn 一 V-85 0 (3-Me)Bn — V-86 0 (4-Me)Bn — V-87 0 (2-CFs)Bn — V-88 0 (3-CFg)Bn — V-89 0 (4-CF3&gt;Bn 一 V-90 0 (2-〇Me)Bn 一 V-91 0 (3-〇Me)Bn V-92 0 (4-0Me)Bn — V-93 0 (2,4-(OMe)2)Bn — V-94 0 :2,6_(OMe)2)Bn — V-95 0 (3,5-(OMe)2)Bn — V-96 0 CHCMe)Ph — V-97 0 — V-98 0 一 V-99 0 ~Oso2 一 V-100 0 — 118 320292 200920255 【表49】Compound No. A X1 R12 R2 Es IV-265 Al 0 3-F, 4-Me 8-C1 OH IV-266 Al 0 3-F, 4-Me 6-F OH TV-267 Al 0 3-F, 4 -Me 6-G1 OH IV-268 Al 0 3-F, 4-Me 7-Me OH IV-269 Al 0 3-F, 4-Me 6-Me OH IV-270 Al 0 — 8-C1 OH IV- 271 Al 0 3-F, 4-Me 6_OMe OH IV-272 Al 0 3-F, 4-Me 6-〇Me OH IV-273 Al 0 4OMe 8-Cl OH IV-274 Al 0 4OMe 6,8'Me2 OH IV-275 Al 0 3-F, 4-OMe 6,8~Me2 OH IV-276 Al 0 3,4-(0CH20)· 8-Me OH IV-277 Al 0 3,4-(0CH2CH20)-8 -Me OH IV-278 Al 0 3,4-(0CH20)· 6T8_Me2 OH IV-279 Al 0 3,4-(0CH2CH20)-6,8-Me2 OH IV-280 Al 0 4OMe 6-Cl, 8-Me OH IV-281 Al 0 3-F, 4-OMe 6-C1, 8-Me OH IV-282 Al 0 3,4-(0CH20)- 6-C1, 8-Me OH IV-283 Al 0 3,4 -(0CH2CH20)- 6-C1, 8-Me OH IV-284 Al 0 — 6-SMe OH IV-285 Al 0 3,4-(0CH2CH20)- 6-OMe OH IV-286 Al 0 3-F,4 - 〇Et - OH IV-287 Al 0 3,4-(0CH20)- 8-Cl OH Next, a preferred specific example of the compound of the general formula [J2] for producing an intermediate of the present invention is exemplified as shown in Table 46 below. 81. However, as with the compounds of the invention, they are not limited to such compounds. Further, the compound number is used for reference in the description which will be described later, and the code in the table is as defined above. 115 320292 200920255 [Table 46] HOV/1 6 Compound number X1 R1 R2 Vl 0 H — V-2 0 Me — V-3 0 Et — V-4 0 n-Pr — V-5 0 i-Pr — V- 6 0 cPr — V-7 0 n-Bu — V-8 0 s-Bu — V-9 0 i-Bu — V-10 0 t-Bu — V-ll 0 c-Bu — y-i2 0 n- Pen a V-13 0 c-Pen — V-14 0 ηΉβχ — V.-15 0 c-Hex — V-16 0 rrCyHig — V-17 0 — V-18 0 n'C^Hjg — V-19 0 n-Ci0H21 — V-20 0 n'C11H23 — V-21 0 n-C12H26 — V-22 0 ch2ch=ch2 — V-23 0 ch2c=ch — V-24 0 ch2cf8 — V-25 0 ch2ch2f — V- 26 0 ch2ch2ci — V-27 0 CH2CHzCF3 — V-28 0 ch2ch=cci2 — V-29 0 CH2OMe — V-30 0 A V-31 0 CH(Me)OMe — V-32 0 CH(Me)OEt — V -33 0 CH2OPh — Y-34 0 CH2OCH2CH2OMe I - 116 320292 200920255 [Table 47] Compound No. X1 E1 R2 V-35 0 CH2OCH2CFs A V.36 0 CH(Me)OCH2CF8 — V-37 0 CH2OCH2-^ — V -38 0. CH(Me)〇CH2~^^ A V-39 0 CH20CH2CH2S02Me A Y-40 0 CH2OCH2CH2CN — V-41 0 CH20C(=0)t-Bu — V-42 0 CH2SMe A [V-43 0 CH2SEt — V-44 0 CH2S-n-Pr — V-4 5 0 CH(Me)SMe — V-46 0 CH(Me)SEt — V-47 0 CH(Me)Sn-Pr — V-48 0 CH2SOMe — Y-49 0 CH2SOEt — V-50 0 CHgSO-n- Pr — V-51 0 CH2S02Me — V-52 0 CH2S02Et — Y-53 0 CH2S02.n-Pr — V*54 0 CH(Me)S02Me — V-55 0 CH(Me)S02Et — Y-56 0 CH( Me)S02-n-Pr — V-57 0 CH2CH2OH — V-58 0 CH2CH2OMe — V-59 0 CH2CH2OEt A V-60 0 CH(Me)CH2OMe — V-61 0 CH2CH2SMe A V-62 0 CH2CH2S02Me — V- 63 0 CH2CH2CH2OMe — V-64 0 DH2C(=0)Me A V-65 0 DH2C(=0)0Me A V-66 0 DH2C(=0)0Et A V-67 0 3H2C(=0)0-n- Pr - V-68 0 〕H2C(=0)Oi-Pr - V-69 0 &lt; 3H2C(=0)0-t-Bu — V-70 0 ]H2C(=0)NMe2 - 117 320292 200920255 [Table 48] Compound No. X1 R1 R2 V-71 〇CH2C(=0)-N^P — V-72 0 ch2cn A V-73 0 ch2ch2cn — V-74 0 CH(Me)CH2CN — V-75 0 ch2ch2ch2cn — V -76 0 ch2ch2no2 — V-77 0 Bn — V-78 0 (2-F)Bn — V-79 0 (3-F)Bn a V-80 0 (4-F)Bn — V-81 0 (2 -Cl)Bn a V-82 0 (3-Cl)Bn — V-83 0 (4-Cl)Bn — V-84 0 :2-Me)Bn a V-85 0 (3-Me)Bn — V -86 0 (4-Me)Bn V-87 0 (2-CFs)Bn — V-88 0 (3-CFg)Bn — V-89 0 (4-CF3&gt;Bn-V-90 0 (2-〇Me)Bn-V-91 0 ( 3-〇Me)Bn V-92 0 (4-0Me)Bn — V-93 0 (2,4-(OMe)2)Bn — V-94 0 :2,6_(OMe)2)Bn — V- 95 0 (3,5-(OMe)2)Bn — V-96 0 CHCMe)Ph — V-97 0 — V-98 0 One V-99 0 ~Oso2 One V-100 0 — 118 320292 200920255 【Table 49 】

119 320292 200920255 【表50】119 320292 200920255 [Table 50]

120 320292 200920255 【表51】 化合物編號 X1 R1 R2 V-127 0 ~Q Me — V-128 0 CF3 一 V-129 0 OMe 一 V-130 0 — V-131 0 -Ο-α — V-132 0 — V-133 0 ^&gt;CF3 — Y-134 0 —OMe μ 一 V-135 0 N-^ Me V136 0 CF3 Y-137 0 V-138 0 OMe — V-139 0 A — 121 320292 200920255 【表52】 化合物編號 X1 R1 R2 V-140 0 -CVci 一 V-141 0 — V-142 0 -Q~CF3 一 V.143 0 — V-144 0 — V-145 0 -~^^V~OMe 一 V-146 0 —^~V~〇Me — V-147 0 y===\ , — V-148 0 N=\ Λ) N=\ 一 V-149 0 Ή ) CF3 OMe V-150 0 N=( H ) Ν-Λ OMe — V-151 0 OMe N=( Ή N N-^ OMe 一 122 320292 200920255 【表53】 化合物編號 X1 R1 K2 V-152 0 — V-153 0 NH2 -f~N N nh2 — V-154 0 一 V-155 0 &quot;~〇^0 0’ — V-156 0 — V-157 0 — V-158 0 — V-159 0 巧; — V-160 0 CH2-p — V-161 0 CE^ 一 V-162 0 ^Me — V-163 0 nh2 — 123 320292 200920255 【表54】 化合物編號 X1 R1 R2 V-164 0 NHMe — V165 0 NMe2 一 V-166 0 OMe — V-167 0 OEt — V168 0 Me δ-F V169 0 Me 6-P V-170 0 Me 7-P V-171 0 Me 8-F V-172 0 Me 5-C1 V-173 0 CH2CH2OMe 5-C1 V-174 0 Me 6-C1 V-175 0 CH2CH2OMe 6-C1 V176 0 Me 7-C1 V-177 0 CH2CH2OMe 7-C1 V-178 0 Me 8-C1 V-179 0 CH2CH2OMe 8-C1 V-180 0 Me 7-Me V-181 0 Me 6-CF3 V-182 0 Me 7-CFs V-183 0 Me 6-OH V-184 0 Me 7-OH V185 0 Me 6-OMe V-186 0 Me 7-OMe V-187 0 Me 6-OCFg V-188 0 Me 7OCF3 V-189 0 Me 5-SMe V-190 0 Me 6-SMe V-191 0 Me 7-SMe V-192 0 Me 8_SMe V-193 0 Me 5_S02Me V-194 〇 Me 6-S02Me V-195 0 Me 7-S02Me V-196 0 Me 8，S02Me Y-197 0 Me 6-N〇2 V-198 0 Me 7-N02 V-199 0 Me 6*NH2 V-200 0 Me 7-NH2 124 320292 200920255 【表55】 化合物編號 X1 R1 R2 V-201 0 Me 7-CN V-202 0 Me 6,7-Cl2 V-203 0 Me 6,7-Me2 V-204 S Me /==\ V-205 0 o — V-206 0 一 V-207 0 —— V-208 0 &lt; — V-209 0 &lt; — V-210 0 ^NyCF3 — V-211 0 A — V-212 0 — V-213 0 ~^ζ}~ΒΤ — 125 320292 200920255 【表56】 化合物編號 X1 R1 R2 V-214 0 Me -Ο 一 V-215 0 —f^—ci N=N NHEt V-216 0 N=( H ,N N-t NHi-Pr V-217 0 令〉 Me ~ V-218 0 V-219 0 — V-220 0 N(Me)C(=0)0t-Bu — V-221 0 -TV〇Me In 5-F V-222 0 Bn Me 6-F V-223 0 6-F V-224 0 Me 5-CH2OMe V-225 0 % 5,7-F2 Y-226 0 ~i&gt;Me 7-C1 V-227 0 CH2-c-Pr *— V-228 0 CH2~c-Bu — V-229 0 CH2c-Pen — V-230 0 CH2Oc_Pen — 126 320292 200920255 【表57】 化合物編號 X1 R1 R2 V-231 0 ch2ch2nh2 — V-232 0 CH2CH2NHEt — V-233 0 CH2CH2NMe2 一 V-234 0 CH2CH2NEt2 '— V-235 0 CH2CH2CHO — V-236 0 F CH2&lt;j -F — V-237 0 Cl ch2&lt; )^C1 : — V-238 0 CH2OCH2-c-Pr — V-239 0 CH2SPh 一 V-240 0 CH2CH2〇-f^ — V-241 0 ch2sch2cf3 — V-242 0 ch2soch2cf3 —. V-243 0 ch2so2ch2cf3 — V-244 0 CH2OCH2Ph — V-245 0 CH2SOPh 一 V-246 0 CH2S02Ph 一 V-247 0 CH2OCH2CH2SMe — V-248 0 CH2OCH2CH2SOMe — V-249 0 CH2CH2CH(OEt)2 — V-250 0 CH2C(Me)=NOMe 一 V-251 0 CH2CH2ON=CMe2 — V-252 0 Me 7-CH=CMe2 V-253 0 Me 7-C 三 CMe ,V-254 0 Me 7-CH2-c-Pr V-255 0 Me 7-C(Me)=CF2 V-256 0 Me F V-257 0 \te 7-〇-C'Pr 127 320292 200920255 【表58】 化合物编號 X1 R1 R2 V-258 0 Me F 7- &gt;F V-259 0 Me 7-OCHjfc-Pr V-260 0 Me 7-OCH2OMe V-261 0 Me 7-0C(=0)Me V-262 0 Me 7-SOMe V-263 0 Me 7-SCFs V-264 0 Me 7-SOCH2CF8 V-265 0 Me 7-S02CH2CFs V-266 0 Me 7-NMe2 V-267 0 Me 7-NHC(=0)Me V-268 0 Me 7-CH2OH V-269 0 Me 7-CH(OEt)2 V-270 0 Me 7-CH2SMe V-271 0 Me 7-CH2SOMe V-272 0 Me 7-CH2S02Me V-273 0 Me 7-CH2SCHF2 V-274 0 7-CH2SOCHF2 V-275 0 Me 7-CH2S02CHF2 V-276 0 Me 7-CH2CN V-277 0 Me 7-C(Me)=NOMe V-278 0 Me 7-C(=0)NH2 V-279 0 Me -N) V-280 0 CH2OCH2Ph(2-F) — V-281 0 CH2OCH2Ph(2-C]) V-282 0 CH2OCH2Ph(2-N〇2) — V-283 0 CH2OCH2Ph(2-CN) — V-284 0 CH2OCH2Pli(2-Me) — V-285 0 CH2OCH2Ph(2-CF3) — V-286 0 CH20CH2Pii(2-0Me) — V-287 0 CH20CH2Ph(2-0CFg) V-288 0 CH2OCH2Ph(2-SMe) — V-289 0 CH20CH2Ph(2-S02Me) — V-290 0 CH2OCH2P1i(2-SCF3) 一 V-291 0 CH20CH2Ph(2-C02Me) — V-292 0 DH2OCH2Ph(2-COMe) — V-293 0 :2-N02)Bn — V-294 0 ：2-CN)Bn — V-295 0 ：3-SMe)Bn — 128 320292 200920255 【表59】120 320292 200920255 [Table 51] Compound No. X1 R1 R2 V-127 0 ~Q Me — V-128 0 CF3 A V-129 0 OMe A V-130 0 — V-131 0 -Ο-α — V-132 0 — V-133 0 ^&gt;CF3 — Y-134 0 —OMe μ V-135 0 N-^ Me V136 0 CF3 Y-137 0 V-138 0 OMe — V-139 0 A — 121 320292 200920255 【Table 52] Compound No. X1 R1 R2 V-140 0 -CVci A V-141 0 — V-142 0 -Q~CF3 A V.143 0 — V-144 0 — V-145 0 —~^^V~OMe V-146 0 —^~V~〇Me — V-147 0 y===\ , — V-148 0 N=\ Λ) N=\ A V-149 0 Ή ) CF3 OMe V-150 0 N= ( H ) Ν-Λ OMe — V-151 0 OMe N=( Ή N N-^ OMe a 122 320292 200920255 [Table 53] Compound No. X1 R1 K2 V-152 0 — V-153 0 NH2 -f~NN nh2 — V-154 0 一 V-155 0 &quot;~〇^0 0' — V-156 0 — V-157 0 — V-158 0 — V-159 0 巧; — V-160 0 CH2-p — V -161 0 CE^ A V-162 0 ^Me — V-163 0 nh2 — 123 320292 200920255 [Table 54] Compound No. X1 R1 R2 V-164 0 NHMe — V165 0 NMe2 A V-166 0 OMe — V-167 0 OEt — V168 0 Me δ-F V169 0 Me 6-P V-170 0 Me 7-P V-171 0 Me 8-F V-172 0 Me 5-C1 V-173 0 CH2CH2OMe 5-C1 V-174 0 Me 6 -C1 V-175 0 CH2CH2OMe 6-C1 V176 0 Me 7-C1 V-177 0 CH2CH2OMe 7-C1 V-178 0 Me 8-C1 V-179 0 CH2CH2OMe 8-C1 V-180 0 Me 7-Me V- 181 0 Me 6-CF3 V-182 0 Me 7-CFs V-183 0 Me 6-OH V-184 0 Me 7-OH V185 0 Me 6-OMe V-186 0 Me 7-OMe V-187 0 Me 6 -OCFg V-188 0 Me 7OCF3 V-189 0 Me 5-SMe V-190 0 Me 6-SMe V-191 0 Me 7-SMe V-192 0 Me 8_SMe V-193 0 Me 5_S02Me V-194 〇Me 6 -S02Me V-195 0 Me 7-S02Me V-196 0 Me 8,S02Me Y-197 0 Me 6-N〇2 V-198 0 Me 7-N02 V-199 0 Me 6*NH2 V-200 0 Me 7 -NH2 124 320292 200920255 [Table 55] Compound No. X1 R1 R2 V-201 0 Me 7-CN V-202 0 Me 6,7-Cl2 V-203 0 Me 6,7-Me2 V-204 S Me /== \ V-205 0 o — V-206 0 a V-207 0 —— V-208 0 &lt; — V-209 0 &lt; — V-210 0 ^NyCF3 — V-211 0 A — V-212 0 — V-213 0 ~^ζ}~ΒΤ — 125 320292 200920255 [Table 56] Compound No. X1 R1 R2 V-214 0 Me -Ο One V-215 0 —f^—c i N=N NHEt V-216 0 N=( H ,N Nt NHi-Pr V-217 0 Order > Me ~ V-218 0 V-219 0 — V-220 0 N(Me)C(=0)0t -Bu — V-221 0 -TV〇Me In 5-F V-222 0 Bn Me 6-F V-223 0 6-F V-224 0 Me 5-CH2OMe V-225 0 % 5,7-F2 Y -226 0 ~i&gt;Me 7-C1 V-227 0 CH2-c-Pr *— V-228 0 CH2~c-Bu — V-229 0 CH2c-Pen — V-230 0 CH2Oc_Pen — 126 320292 200920255 【Table 57] Compound No. X1 R1 R2 V-231 0 ch2ch2nh2 — V-232 0 CH2CH2NHEt — V-233 0 CH2CH2NMe2 A V-234 0 CH2CH2NEt2 '— V-235 0 CH2CH2CHO — V-236 0 F CH2&lt;j -F — V -237 0 Cl ch2&lt; )^C1 : — V-238 0 CH2OCH2-c-Pr — V-239 0 CH2SPh a V-240 0 CH2CH2〇-f^ — V-241 0 ch2sch2cf3 — V-242 0 ch2soch2cf3 —. V-243 0 ch2so2ch2cf3 — V-244 0 CH2OCH2Ph — V-245 0 CH2SOPh a V-246 0 CH2S02Ph a V-247 0 CH2OCH2CH2SMe — V-248 0 CH2OCH2CH2SOMe — V-249 0 CH2CH2CH(OEt)2 — V-250 0 CH2C(Me)=NOMe-V-251 0 CH2CH2ON=CMe2 — V-252 0 Me 7-CH=CMe2 V-253 0 Me 7-C Triple CMe , V-254 0 Me 7-CH2-c-Pr V- 255 0 Me 7-C(Me)=CF2 V-256 0 Me F V-257 0 \te 7-〇-C'Pr 127 320292 200920255 [Table 58] Compound No. X1 R1 R2 V-258 0 Me F 7- &gt; F V-259 0 Me 7-OCHjfc-Pr V-260 0 Me 7-OCH2OMe V-261 0 Me 7-0C(=0)Me V-262 0 Me 7-SOMe V-263 0 Me 7-SCFs V- 264 0 Me 7-SOCH2CF8 V-265 0 Me 7-S02CH2CFs V-266 0 Me 7-NMe2 V-267 0 Me 7-NHC(=0)Me V-268 0 Me 7-CH2OH V-269 0 Me 7- CH(OEt)2 V-270 0 Me 7-CH2SMe V-271 0 Me 7-CH2SOMe V-272 0 Me 7-CH2S02Me V-273 0 Me 7-CH2SCHF2 V-274 0 7-CH2SOCHF2 V-275 0 Me 7 -CH2S02CHF2 V-276 0 Me 7-CH2CN V-277 0 Me 7-C(Me)=NOMe V-278 0 Me 7-C(=0)NH2 V-279 0 Me -N) V-280 0 CH2OCH2Ph( 2-F) — V-281 0 CH2OCH2Ph(2-C]) V-282 0 CH2OCH2Ph(2-N〇2) — V-283 0 CH2OCH2Ph(2-CN) — V-284 0 CH2OCH2Pli(2-Me) — V-285 0 CH2OCH2Ph(2-CF3) — V-286 0 CH20CH2Pii(2-0Me) — V-287 0 CH20CH2Ph(2-0CFg) V-288 0 CH2OCH2Ph(2-SMe) — V-289 0 CH20CH2Ph( 2-S02Me) — V-290 0 CH2OCH2P1i(2-SCF3) One V-291 0 CH20CH2Ph(2-C02Me) — V-292 0 DH2OCH2Ph(2-COMe) — V-293 0 :2-N02 ) Bn — V-294 0 : 2-CN) Bn — V-295 0 : 3-SMe) Bn — 128 320292 200920255 [Table 59]

化合物編號 X1 R1 E2 V-296 0 (S-SOgMejBn 一 V-297 0 (3-SCFs)Bn 一 V-298 0 (3-〇〇ϋΜβ)Βη - V299 0 (3-COMe)Bn — V-300 0 (3-〇Me)Bn — V-301 0 分。2 一 V-302 0 -/&quot;VcN - V-303 0 -A-&lt; 一 V-304 0 - V-305 0 Et 5-C1 V-306 0 n-Bu 5-C1 V-307 0 ~ζ)~ΜΒ 7-Me V-308 0 6-CFs Me V-309 0 /=N 一 V-310 0 —^^-OMe 5-C1 V-311 0 &quot;Q 6F Me Y-312 0 丸 - V-313 0 NHC(=0)0-t'Bu — V-314 0 N(Me)C(=0)0-t-Bu — V-S15 0 —^T^~Me 5-F V-316 0 5-C1 Y'317 0 -〇~Me 5-Me V-318 0 —ζ~ V^OMe 5-Me 0wMe V-319 0 y-N -\J^CFS 129 320292 200920255 【表60】 h〇Vn^12 6 化合物編號 X1 R12 Ez VII VI-2 0 0 2.F 一 VI-3 0 3-F — VI-4 0 4-F 一 VI-5 0 2-C1 — VI-6 0 3-C1 — VI-7 0 4-C1 — VI-8 0 2-Br — VI-9 0 3-Βγ — VI-10 0 4-Br — VI-11 0 2-Me — VI· 12 0 3-Me — VI-13 0 4-Me 一 VI-14 0 2-Et — VI-15 0 3-Et — VI-16 0 4-Et — VI-17 0 2-n-Pr 一 VI-18 0 3&quot;H'Pr — VI-19 0 4-irPr — VI.20 0 2-i-Pr — Y1-21 0 3-i-Pr — VI-22 0 4-i-Pr — VI-23 0 2ec*Pr — VI-24 0 3-c-Pr 一 VI-25 0 4&quot;C-Pr — VI-26 0 2-CF8 — VI-27 0 3-CFg — VI-28 0 4-CF3 — VI-29 0 2-OH VI-30 0 3-OH — VI-31 0 4-OH — VI-32 0 2OMe — VI* 33 0 3-〇Me — VI-34 0 4OMe — VI-35 0 2-OEt — VI-36 〇 3-OEt 一 130 320292 200920255 【表61】 化合物編號 X1 R12 R2 VI-37 0 4-OEt 一 VI-38 0 2-O-n-Pr — VI-39 0 3O-n-Pr 一 VI-40 0 4-O-n-Pr — VI-41 0 2-〇-i-Pr - VI-42 0 3O-i-Pr 一 VI-43 0 4-〇-i-Pr 一 VI-44 0 2-〇-c-Pr 一 VI-45 0 3O-c-Pr — V1-46 0 4e〇-c-Pr — VI-47 0 2-〇CH2CH=CH2 — VI-48 0 3-〇CH2CH=CHz 一 VI-49 0 4-〇CH2CH=CH2 — VI-50 0 2-0CHzC=CH — VI&quot;51 0 3-〇CH2C=CH — VI-52 0 4-〇CH2C=CH — VI-53 0 2-〇CHF2 — VI-54 0 3-〇CHF2 — VI-55 0 4-〇CHF2 — VI-56 0 2-OCFg — YI-57 0 3-0CFs 一 VI-58 0 4-OCFg — VI-59 0 2-OCH2CH2OMe — VI-60 0 3-0CH2CH20Me 一 VI-61 0 4-OCH2CH2OMe — VI-62 0 2-00¾^] — VI-63 0 3-〇CH2^(p 一 VI-64 0 4-〇CH2^Q 一 VI-65 0 2-0C(=0)Me — VI-66 0 3-0C(=0)Me 一 VI-67 0 3-0C(=0)Me — VI-68 0 2-SMe — VI-69 0 3-SMe — VI-70 0 1-SMe — 131 320292 200920255 【表62】 化合物編號 X1 E12 R2 VI-71 0 2-SOzMe — VI-72 0 3-S02Me 一 VI-73 0 4-S02Me — VI-74 0 2-SCFs — VI-75 0 3-SCF8 — VI-76 0 4-SCFg 一 VI-77 0 2-N02 — VI-78 0 3-N〇2 一 VI-79 0 4-N02 — VI-80 0 2-NH2 — VI-81 0 3*NH2 一 VI-82 0 4-NH2 — VI-83 0 2-CN — VI-84 0 3-CN — VI-85 0 4-CN — VI-86 0 2-C(=〇)Me — VI-87 0 3-C(=G)Me — VI-88 0 4-C(=〇)Me — VI-89 0 2-C(=0)0H — VI-90 0 3-C(=0)0H 一 VI-91 0 4-C(=0)0H 一 VI-92 0 2-C(=0)0Me — VI-93 0 3-C(=0)0Me — VI-94 0 4-C(=0)0Me — VI-95 0 2-CH2OMe — VI-96 0 3-CH2OMe — VI-97 0 4-CH2OMe — VI-98 0 2,3-F2 一 VI-99 0 2,4-F2 — VI-100 0 2,5-F2 一 VI-101 0 2,6-F2 — VI-102 0 3,4*F2 — VI-103 0 3,5_F2 — VI-104 0 2,3-Cl2 一 VI-105 0 2,4-Cl2 — VI-106 0 2,5-Cl2 — VI-107 0 2,6-Cl2 — VI-108 0 3,4-Cl2 一 VI-109 0 3,5-Cl2 — 132 320292 200920255 【表63】 化合物編號 X1 R12 R2 VI-110 0 2-F, 3-OMe — VI-111 0 2-C1, 3-OMe — VI-112 0 2-Me, 3-〇Me — VI-113 0 2,3-(OMe)2 一 VI-114 0 3-OMe, 4-F — VI-115 0 3-OMe, 4-C1 — VI-116 0 3-OMe, 4-Me — VI-117 0 3,4-(OMe)2 — VI-118 0 3-OMe, 5-F — VI-119 0 3-OMe, 5-C1 一 VI-120 0 3-OMe, 5-Me — VI-121 0 3,5-(OMe)2 — VI· 122 0 2-F, 4-OMe — VI-123 0 2-C1, 4-〇Me — VI-124 0 2-Me, 4-〇Me — VI-125 0 2,4-(OMe)2 — VI-126 0 3-F, 4-OMe — VI-127 0 3-C1, 4-OMe — VI-128 0 3&quot;Me, 4-〇Me — VI-129 0 2-F, 5-OMe 一 VI· 130 0 . 2-C1, 5-OMe — VI-131 0 2-Me, 5OMe 一 VI-132 0 2,5-(OMe)2 一 VI133 0 3,4,5-(〇Me)s 一 VI-134 0 4-〇Me 5-F VI-135 0 4-〇Me 6-F VI 136 0 4&quot;OMe 7-F ΥΙΊ37 0 4-〇Me 8-F VI-138 0 5-C1 VI-139 0 — 6-C1 VI-140 0 . 7-C1 VI· 141 0 — 8-C1 VI-142 0 4-〇Me 5-C1 VI-143 0 4-OMe B-C1 VI-144 0 4-〇Me 7-C1 VI· 145 0 4~OMe 3-C1 VI-146 S — VI-147 0 4-〇CH2CN — VI-148 0 3-〇CH2-c-Pr 一 133 320292 200920255 【表64】 化合物編號 X1 R12 R2 VI-149 0 3-〇CH2CFg — VI-150 0 4-〇CH2-c-Pr '— VI-151 0 4-〇CH2CF8 一 VI-152 0 4-NMe2 一 VI-153 0 3,4-Me2 — VI-154 0 2-F, 4-Me — VI-155 0 3-F, 4-Me 一 VI-156 0 3-Me, 4-F — VI-157 0 2-C1, 4-Me 一 VI-158 0 3-Cl, 4-Me — VI-159 0 3-OEt, 4-OMe — VI-160 0 2,3,4-(OMe)3 — VI-161 0 2,5-F2, 4-OMe — VI-162 0 3,5-F2) 4-OMe — VI-163 0 3,5-Cl2, 4OMe — VI-164 0 3,4-(CH2CH2CH2)- 一 VI-165 0 3,4-(CH2CH2CH2CH2)- — VI-166 0 3,4-(CH2OCH2&gt;- 一 VI-167 0 3,4-(0CH20)- 7-F VI-168 0 2,3-(0CH2CH20)· — VI-169 0 3,4-(0CH2CH(Me)0)- 二 VI-170 0 3,4-(0CH2CH2CH20)- 一 VI-171 0 — 5-F VI-172 0 3,4,5-(OMe)3 5-F VI-173 0 3,5_F2, 4-OMe 5-F VI-174 0 3,4-(0CH2CH20)· 5-F VI-175 0 — 6-F VI-176 0 3,4,5-(OMe)3 6-F VI-177 0 3,4-(0CH20)- 6-F VI-178 0 3,4-(0CH2CH20)· 6-F VI-179 0 — 7-F VI-180 0 3,4-(0CH2CH20)- 7-F VI-181 0 — B-F VI-182 0 5-Me VI-183 0 4-〇Me rMe VI-184 0 4-〇Me 5-Me VI-185 0 iOMe 7-Me VI-186 0 3,5-F2,4-〇Me ’ 7-Me 134 320292 200920255 【表65】 化合物编號 X1 R12 R2 VI-187 0 — 6-CF8 VI-188 0 一 6OMe VI-189 0 4-〇Me 6*OMe VI-190 0 — 7-OMe VI-191 0 4-〇Me 7-OMe VI-192 0 2,5-F2, 4-OMe 7-OMe VI-193 0 3,5&quot;F2, 4&quot;OMe 7-OMe VI-194 0 — 8-OMe VI-195 0 4OMe 8OMe VI-196 0 4-〇Me 5,6-F2 VI-197 0 4_OMe 5,7-F2 VI· 198 0 — 6,7-F2 VI-199 0 — 6,8-F2 VI-200 0 4-〇Me 5,7-Cl2 VI-201 0 4_OMe 6-F, 7-OMe VI-202 0 — 7-c-Pr VI-203 0 — 7-〇CH2CH=CH2 VI-204 0 一 7-〇CH2C=CH VI-205 0 — 7-NHMe VI-206 0 — 7-C(=0)H V1-207 0 一 6-C(=0)Me VI-208 0 — 7-C(=0)0H VI-209 0 — 7-C(=0)0Me VI-210 0 — 7-C(=0)0Et VI-211 0 — 7-C(=0)NHNe VI-212 0 一 7-C(=0)NMe2 VI-213 0 一 6,7-(0CH2CH20)- YI-214 0 一 6,7-(0CH20&gt;- VI-215 0 4-〇Me 6,7-(0CH2CH20)- VI-216 0 4-〇Me 6,7-(0CH20)- VI-217 0 2-CONHMe — VI-218 0 2-CONMe2 一 VI-219 0 2-NHCOMe — VI-220 0 4-CH2-c-Pr — VI-221 0 i-CH=CH2 — VI-222 0 l-C=CMe — VI-223 0 3-CH=CF2 一 135 320292 200920255 【表66】 化合物編號 X1 R12 R2 VI-224 0 F F P 1 VI-225 0 4* / CH2-&lt; γγ VI-226 0 4-CH2OH — VI-227 0 4*CH2SMe — VI-228 0 4-CH2SOMe — VI-229 0 4-CH2S02Me — VI-230 0 4-CH2SCHF2 — VI-231 0 4-CH2SOCHF2 _ VI-232 0 4-CH2S02CHF2 — VI-23B 0 4-CH2CN — VI-234 0 4-NHMe — VI-235 0 4-〇CH2OCH2CF3 一 VI-236 0 4-C(Me)=NOMe 一 VI-237 0 2-CONH2 — VI-238 ' · 1 0 4- -N XT夕 VI-239 0 3-F, 4-OMe 5-C1 VI-240 0 4OMe 5,6,8'Fg, 7OMe VI-241 0 — 7-CFs VI-242 0 4*F 7-OMe VI-243 0 4-〇CHF2 7-OMe VI-244 0 4_Me 7-〇Me VI-245 0 3,4-(0CH2CH20)- 6,8-F2 VI'246 0 3,4-(0CH2CH20)· B-F VI-247 0 4~OMe 5-Br VI-248 0 4-F 5-F VI-249 0 3-F, 4-OEt — 136 320292 200920255 【表67】 HOW I 7 化合物編號 X1 Ri K2 VII-1 0 H — VII-2 0 Me — VII-3 0 Et — VII-4 0 n-Pr — VII-5 0 i-Pr — VII-6 0 c-Pr — VII-7 0 dl-Bu — VII-8 0 s-Bu — VII-9 0 rBu 一 VII-10 0 t-Bu — VII-11 0 c-Bu — VII-12 0 n-Pen — VII-13 0 C&quot;Pen — VII-14 0 n-Hex 一 Vn-15 0 c-Hex — VII-16 0 b-C7H15 — VII-17 0 h&quot;C8H17 — VII· 18 0 n'CgHxg — νΠ-19 0 n'C10H2i — VII-20 0 n-CnH23 , — VII-21 0 Π&quot; 0^2^25 — VII-22 0 ch2ch=ch2 — VII-23 0 ch2c=ch — VII-24 0 ch2cf3 — VII-25 0 ch2ch2f 一 Vn-26 0 ch2ch2ci — VII-27 0 CH2CH2CFs — YU-28 0 ch2ch=cci2 — VII-29 0 CH2OMe — VII-30 0 UHgOEt — VII-31 0 CH(Me)OMe 一 VII-32 0 CH(Me)OEt — YII-33 0 CH2OPh — 137 320292 200920255 【表68】 化合物編號 X1 Ri R2 VII· 34 0 CH2OCH2CH2OMe — VII· 35 0 CH2OCH2CFs — VII-36 0 CH(Me)OCH2CF3 — VII-37 0 CH2OCH2-^ 一 VII-38 0 CH(Me)OCH2--^^ — Vn-39 0 CH20CH2CH2S02Me — VII-40 0 CH2OCH2CH2CN 一 VII-41 0 CH20C(=0)t-Bu 一 VII-42 0 CH2SMe 一 VII-43 0 CH2SMe — VII-44 0 CH2SEt — VII-45 0 CH2S-n-Pr 一 ΥΙΙ-46 0 CH(Me)SMe 一 VH-47 0 CH(Me)SEt — VII-48 0 CH(Me)S-n-Pr — VII-49 0 CH2SOMe 一 VII-50 0 CH2SOEt — VII-51 0 CH2S〇-n-Pr 一 VII-52 0 CH2S02Me 一 VII-53 0 CH2S02Et — VII-54 0 CH2S02-n-Pr 一 Vn-55 0 CH(Me)S02Me — Vn-56 0 CH(Me)S02Et — VII-57 0 CH(Me)S02-n-Pr 一 Vn-58 0 CH2CH2OH 一 VII-59 0 CH2CH2OMe 一 VH-60 0 CH2CH2OEt — VII-61 0 CH(Me)CH2OMe 一 VII-62 0 CH2CH2SMe 一 VII-63 0 CH2CH2S02Me — VII-64 0 CH2CH2CH2OMe 一 VII-65 0 CH2C(=0)Me — VII-66 0 CH2C(=0)0Me — 138 320292 200920255 【表69】 化合物編號 X1 R1 K2 VII-67 0 CH2C(=0)0Et 一 VII-68 0 CH2C(=0)0n-Pr 一 VII-69 0 CH2C(=0)0i-Pr _ VII-70 0 CH2C(=0)0t-Bu — VII.71 0 CH2C(=0)NMe2 — VII-72 0 ch2c(=o)-^/^)o 一 VII-73 0 ch2cn — VII-74 0 ch2ch2cn 一 VII-75 0 CH(Me)CH2CN — VII-76 0 CH2CH2CH2CN — VII-77 0 ch2ch2no2 — VII-78 0 Bn 一 VII-79 0 (2-F)Bn — VH-80 0 (3-F)Bn — VII-81 0 (4-F)Bn 一 VII-82 0 (2-Cl)Bn 一 ΥΠ-83 0 (3-Cl)Bn — ΥΠ-84 0 (4-Cl)Bn — VII-85 0 (2-Me)Bn 一 VII-86 0 (3_Me)Bn — νΐΙ-87 0 〈4-Me〉Bn 一 VH-88 0 (2-CFg)Bn — Vn-89 0 (3-CF8)Bn — Vn-90 0 (4-CF3&gt;Bn — VH-91 0 (2-0Me)Bn — VII-92 0 (3-0Me)Bn — VII-93 0 :4_OMe)Bn — VII-94 0 (2,4-(OMe)2)Bn 一 VU-95 0 (2,6-(OMe)2)Bn — VII-96 0 (3,5-(OMe)2)Bn — VII-97 0 CHCMe)Ph — VII-98 0 一 VII-99 0 &quot;Os — VII-100 0 ~O〇2 一 139 320292 200920255 【表70】Compound No. X1 R1 E2 V-296 0 (S-SOgMejBn-V-297 0 (3-SCFs) Bn-V-298 0 (3-〇〇ϋΜβ)Βη - V299 0 (3-COMe)Bn — V-300 0 (3-〇Me)Bn — V-301 0 points. 2 A V-302 0 -/&quot;VcN - V-303 0 -A-&lt; A V-304 0 - V-305 0 Et 5-C1 V-306 0 n-Bu 5-C1 V-307 0 ~ζ)~ΜΒ 7-Me V-308 0 6-CFs Me V-309 0 /=N A V-310 0 —^^-OMe 5-C1 V-311 0 &quot;Q 6F Me Y-312 0 pill - V-313 0 NHC(=0)0-t'Bu — V-314 0 N(Me)C(=0)0-t-Bu — V -S15 0 —^T^~Me 5-F V-316 0 5-C1 Y'317 0 -〇~Me 5-Me V-318 0 —ζ~ V^OMe 5-Me 0wMe V-319 0 yN - \J^CFS 129 320292 200920255 [Table 60] h〇Vn^12 6 Compound No. X1 R12 Ez VII VI-2 0 0 2.F A VI-3 0 3-F — VI-4 0 4-F A VI- 5 0 2-C1 — VI-6 0 3-C1 — VI-7 0 4-C1 — VI-8 0 2-Br — VI-9 0 3-Βγ — VI-10 0 4-Br — VI-11 0 2-Me — VI· 12 0 3-Me — VI-13 0 4-Me 一 VI-14 0 2-Et — VI-15 0 3-Et — VI-16 0 4-Et — VI-17 0 2- n-Pr-VI-18 0 3&quot;H'Pr — VI-19 0 4-irPr — VI.20 0 2-i-Pr — Y1 -21 0 3-i-Pr — VI-22 0 4-i-Pr — VI-23 0 2ec*Pr — VI-24 0 3-c-Pr A VI-25 0 4&quot;C-Pr — VI-26 0 2-CF8 — VI-27 0 3-CFg — VI-28 0 4-CF3 — VI-29 0 2-OH VI-30 0 3-OH — VI-31 0 4-OH — VI-32 0 2OMe — VI* 33 0 3-〇Me — VI-34 0 4OMe — VI-35 0 2-OEt — VI-36 〇3-OEt A 130 320292 200920255 [Table 61] Compound No. X1 R12 R2 VI-37 0 4-OEt A VI-38 0 2-On-Pr — VI-39 0 3O-n-Pr A VI-40 0 4-On-Pr — VI-41 0 2-〇-i-Pr - VI-42 0 3O-i -Pr A VI-43 0 4-〇-i-Pr A VI-44 0 2-〇-c-Pr A VI-45 0 3O-c-Pr — V1-46 0 4e〇-c-Pr — VI- 47 0 2-〇CH2CH=CH2 — VI-48 0 3-〇CH2CH=CHz A VI-49 0 4-〇CH2CH=CH2 — VI-50 0 2-0CHzC=CH — VI&quot;51 0 3-〇CH2C= CH — VI-52 0 4-〇CH2C=CH — VI-53 0 2-〇CHF2 — VI-54 0 3-〇CHF2 — VI-55 0 4-〇CHF2 — VI-56 0 2-OCFg — YI- 57 0 3-0CFs A VI-58 0 4-OCFg — VI-59 0 2-OCH2CH2OMe — VI-60 0 3-0CH2CH20Me A VI-61 0 4-OCH2CH2OMe — VI-62 0 2-003⁄4^] — VI- 63 0 3-〇CH2^( p a VI-64 0 4-〇CH2^Q a VI-65 0 2-0C(=0)Me — VI-66 0 3-0C(=0)Me A VI-67 0 3-0C(=0) Me — VI-68 0 2-SMe — VI-69 0 3-SMe — VI-70 0 1-SMe — 131 320292 200920255 [Table 62] Compound No. X1 E12 R2 VI-71 0 2-SOzMe — VI-72 0 3-S02Me-VI-73 0 4-S02Me — VI-74 0 2-SCFs — VI-75 0 3-SCF8 — VI-76 0 4-SCFg One VI-77 0 2-N02 — VI-78 0 3- N〇2 A VI-79 0 4-N02 — VI-80 0 2-NH2 — VI-81 0 3*NH2 One VI-82 0 4-NH2 — VI-83 0 2-CN — VI-84 0 3- CN — VI-85 0 4-CN — VI-86 0 2-C(=〇)Me — VI-87 0 3-C(=G)Me — VI-88 0 4-C(=〇)Me — VI -89 0 2-C(=0)0H — VI-90 0 3-C(=0)0H A VI-91 0 4-C(=0)0H A VI-92 0 2-C(=0)0Me — VI-93 0 3-C(=0)0Me — VI-94 0 4-C(=0)0Me — VI-95 0 2-CH2OMe — VI-96 0 3-CH2OMe — VI-97 0 4-CH2OMe — VI-98 0 2,3-F2 A VI-99 0 2,4-F2 — VI-100 0 2,5-F2 A VI-101 0 2,6-F2 — VI-102 0 3,4*F2 — VI-103 0 3,5_F2 — VI-104 0 2,3-Cl2 A VI-105 0 2,4-Cl2 — VI-106 0 2,5-Cl2 — VI-107 0 2,6-Cl2 VI-108 0 3,4-Cl2-VI-109 0 3,5-Cl2 — 132 320292 200920255 [Table 63] Compound No. X1 R12 R2 VI-110 0 2-F, 3-OMe — VI-111 0 2- C1, 3-OMe — VI-112 0 2-Me, 3-〇Me — VI-113 0 2,3-(OMe)2 A VI-114 0 3-OMe, 4-F — VI-115 0 3- OMe, 4-C1 — VI-116 0 3-OMe, 4-Me — VI-117 0 3,4-(OMe)2 — VI-118 0 3-OMe, 5-F — VI-119 0 3-OMe , 5-C1 - VI-120 0 3-OMe, 5-Me - VI-121 0 3,5-(OMe)2 — VI· 122 0 2-F, 4-OMe — VI-123 0 2-C1, 4-〇Me — VI-124 0 2-Me, 4-〇Me — VI-125 0 2,4-(OMe)2 — VI-126 0 3-F, 4-OMe — VI-127 0 3-C1 , 4-OMe — VI-128 0 3&quot;Me, 4-〇Me — VI-129 0 2-F, 5-OMe A VI· 130 0 . 2-C1, 5-OMe — VI-131 0 2-Me , 5OMe a VI-132 0 2,5-(OMe)2 A VI133 0 3,4,5-(〇Me)s A VI-134 0 4-〇Me 5-F VI-135 0 4-〇Me 6 -F VI 136 0 4&quot;OMe 7-F ΥΙΊ37 0 4-〇Me 8-F VI-138 0 5-C1 VI-139 0 — 6-C1 VI-140 0 . 7-C1 VI· 141 0 — 8- C1 VI-142 0 4-〇Me 5-C1 VI-143 0 4-OMe B-C1 VI-144 0 4-〇Me 7-C1 VI· 145 0 4~OMe 3-C1 VI-1 46 S — VI-147 0 4-〇CH2CN — VI-148 0 3-〇CH2-c-Pr a 133 320292 200920255 [Table 64] Compound No. X1 R12 R2 VI-149 0 3-〇CH2CFg — VI-150 0 4-〇CH2-c-Pr '- VI-151 0 4-〇CH2CF8 A VI-152 0 4-NMe2 A VI-153 0 3,4-Me2 — VI-154 0 2-F, 4-Me — VI -155 0 3-F, 4-Me-VI-156 0 3-Me, 4-F — VI-157 0 2-C1, 4-Me-VI-158 0 3-Cl, 4-Me — VI-159 0 3-OEt, 4-OMe — VI-160 0 2,3,4-(OMe)3 — VI-161 0 2,5-F2, 4-OMe — VI-162 0 3,5-F2) 4- OMe — VI-163 0 3,5-Cl2, 4OMe — VI-164 0 3,4-(CH2CH2CH2)- A VI-165 0 3,4-(CH2CH2CH2CH2)- — VI-166 0 3,4-(CH2OCH2&gt ;- 一VI-167 0 3,4-(0CH20)- 7-F VI-168 0 2,3-(0CH2CH20)· — VI-169 0 3,4-(0CH2CH(Me)0)- Two VI- 170 0 3,4-(0CH2CH2CH20)- A VI-171 0 — 5-F VI-172 0 3,4,5-(OMe)3 5-F VI-173 0 3,5_F2, 4-OMe 5-F VI-174 0 3,4-(0CH2CH20)· 5-F VI-175 0 — 6-F VI-176 0 3,4,5-(OMe)3 6-F VI-177 0 3,4-(0CH20 )- 6-F VI-178 0 3,4-(0CH2CH20)· 6-F VI-179 0 — 7-F VI-180 0 3,4-(0CH2CH20)- 7-F VI-181 0 — BF VI-182 0 5-Me VI-183 0 4-〇Me rMe VI-184 0 4-〇Me 5-Me VI-185 0 iOMe 7-Me VI-186 0 3,5-F2,4-〇Me ' 7-Me 134 320292 200920255 [Table 65] Compound No. X1 R12 R2 VI-187 0 — 6-CF8 VI-188 0 A 6OMe VI-189 0 4-〇Me 6*OMe VI-190 0 — 7-OMe VI -191 0 4-〇Me 7-OMe VI-192 0 2,5-F2, 4-OMe 7-OMe VI-193 0 3,5&quot;F2, 4&quot;OMe 7-OMe VI-194 0 — 8-OMe VI-195 0 4OMe 8OMe VI-196 0 4-〇Me 5,6-F2 VI-197 0 4_OMe 5,7-F2 VI· 198 0 — 6,7-F2 VI-199 0 — 6,8-F2 VI -200 0 4-〇Me 5,7-Cl2 VI-201 0 4_OMe 6-F, 7-OMe VI-202 0 — 7-c-Pr VI-203 0 — 7-〇CH2CH=CH2 VI-204 0 7-〇CH2C=CH VI-205 0 — 7-NHMe VI-206 0 — 7-C(=0)H V1-207 0 A 6-C(=0)Me VI-208 0 — 7-C(= 0)0H VI-209 0 — 7-C(=0)0Me VI-210 0 — 7-C(=0)0Et VI-211 0 — 7-C(=0)NHNe VI-212 0 a 7-C (=0)NMe2 VI-213 0 a 6,7-(0CH2CH20)- YI-214 0 a 6,7-(0CH20&gt;- VI-215 0 4-〇Me 6,7-(0CH2CH20)- VI-216 0 4-〇Me 6,7-(0CH20)- VI-217 0 2-CONHMe — VI-218 0 2-CONMe2 One VI-219 0 2-NHCOMe — VI-220 0 4-CH2-c-Pr — VI-221 0 i-CH=CH2 — VI-222 0 lC=CMe — VI-223 0 3-CH=CF2 135 320292 200920255 [Table 66] Compound No. X1 R12 R2 VI-224 0 FFP 1 VI-225 0 4* / CH2-&lt; γγ VI-226 0 4-CH2OH — VI-227 0 4*CH2SMe — VI-228 0 4-CH2SOMe — VI-229 0 4- CH2S02Me — VI-230 0 4-CH2SCHF2 — VI-231 0 4-CH2SOCHF2 _ VI-232 0 4-CH2S02CHF2 — VI-23B 0 4-CH2CN — VI-234 0 4-NHMe — VI-235 0 4-〇CH2OCH2CF3 A VI-236 0 4-C(Me)=NOMe A VI-237 0 2-CONH2 — VI-238 ' · 1 0 4- -N XT 夕 VI-239 0 3-F, 4-OMe 5-C1 VI -240 0 4OMe 5,6,8'Fg, 7OMe VI-241 0 — 7-CFs VI-242 0 4*F 7-OMe VI-243 0 4-〇CHF2 7-OMe VI-244 0 4_Me 7-〇 Me VI-245 0 3,4-(0CH2CH20)- 6,8-F2 VI'246 0 3,4-(0CH2CH20)· BF VI-247 0 4~OMe 5-Br VI-248 0 4-F 5- F VI-249 0 3-F, 4-OEt — 136 320292 200920255 [Table 67] HOW I 7 Compound No. X1 Ri K2 VII-1 0 H — VII-2 0 Me — VII-3 0 Et — VII-4 0 n-Pr — VII-5 0 i-Pr — VII-6 0 c-Pr — VII-7 0 dl-Bu — VII-8 0 s-Bu — VII-9 0 rBu VII-10 0 t-Bu — VII-11 0 c-Bu — VII-12 0 n-Pen — VII-13 0 C&quot;Pen — VII-14 0 n-Hex - Vn-15 0 c-Hex — VII-16 0 b-C7H15 — VII-17 0 h&quot;C8H17 — VII· 18 0 n'CgHxg — νΠ-19 0 n'C10H2i — VII-20 0 n -CnH23 , — VII-21 0 Π&quot; 0^2^25 — VII-22 0 ch2ch=ch2 — VII-23 0 ch2c=ch — VII-24 0 ch2cf3 — VII-25 0 ch2ch2f A Vn-26 0 ch2ch2ci — VII-27 0 CH2CH2CFs — YU-28 0 ch2ch=cci2 — VII-29 0 CH2OMe — VII-30 0 UHgOEt — VII-31 0 CH(Me)OMe A VII-32 0 CH(Me)OEt — YII-33 0 CH2OPh — 137 320292 200920255 [Table 68] Compound No. X1 Ri R2 VII· 34 0 CH2OCH2CH2OMe — VII· 35 0 CH2OCH2CFs — VII-36 0 CH(Me)OCH2CF3 — VII-37 0 CH2OCH2-^ A VII-38 0 CH ( Me)OCH2--^^ — Vn-39 0 CH20CH2CH2S02Me — VII-40 0 CH2OCH2CH2CN A VII-41 0 CH20C(=0)t-Bu A VII-42 0 CH2SMe A VII-43 0 CH2SMe — VII-44 0 CH2SEt — VII-45 0 CH2S-n-Pr 一ΥΙΙ-46 0 CH(Me)SMe A VH-47 0 CH(Me)SEt — VII-48 0 CH(Me)Sn-Pr — VII-49 0 CH2SOMe VII-50 0 CH2SOEt — VII-51 0 CH2S〇-n-Pr A VII-52 0 CH2S02Me A VII-53 0 CH2S02Et — VII-54 0 CH2S02-n-Pr-Vn-55 0 CH(Me)S02Me — Vn-56 0 CH(Me)S02Et — VII-57 0 CH(Me)S02-n-Pr-Vn-58 0 CH2CH2OH A VII-59 0 CH2CH2OMe-VH-60 0 CH2CH2OEt — VII-61 0 CH(Me)CH2OMe A VII-62 0 CH2CH2SMe A VII-63 0 CH2CH2S02Me — VII-64 0 CH2CH2CH2OMe A VII-65 0 CH2C(=0)Me — VII- 66 0 CH2C(=0)0Me — 138 320292 200920255 [Table 69] Compound No. X1 R1 K2 VII-67 0 CH2C(=0)0Et A VII-68 0 CH2C(=0)0n-Pr A VII-69 0 CH2C (=0)0i-Pr _ VII-70 0 CH2C(=0)0t-Bu — VII.71 0 CH2C(=0)NMe2 — VII-72 0 ch2c(=o)-^/^)o VII- 73 0 ch2cn — VII-74 0 ch2ch2cn a VII-75 0 CH(Me)CH2CN — VII-76 0 CH2CH2CH2CN — VII-77 0 ch2ch2no2 — VII-78 0 Bn a VII-79 0 (2-F)Bn — VH -80 0 (3-F)Bn — VII-81 0 (4-F)Bn a VII-82 0 (2-Cl)Bn a ΥΠ-83 0 (3-Cl)Bn — ΥΠ-84 0 (4- Cl)Bn — VII-85 0 (2-Me)Bn VII-86 0 (3_Me)Bn — νΐΙ-87 0 <4-Me>Bn a VH-88 0 (2-CFg)Bn — Vn-89 0 (3-CF8)Bn — Vn-90 0 (4-CF3>Bn — VH -91 0 (2-0Me)Bn — VII-92 0 (3-0Me)Bn — VII-93 0 :4_OMe)Bn — VII-94 0 (2,4-(OMe)2)Bn a VU-95 0 (2,6-(OMe)2)Bn — VII-96 0 (3,5-(OMe)2)Bn — VII-97 0 CHCMe)Ph — VII-98 0 VII-99 0 &quot;Os — VII -100 0 ~O〇2 One 139 320292 200920255 [Table 70]

140 320292 200920255 【表71】140 320292 200920255 [Table 71]

141 320292 200920255 【表72】 化合物編號 X1 R1 R2 VH-129 0 CF3 一 VII· 130 0 OMe 一 VTI-131 0 令 一 VII-132 0 — VII-133 0 一 VII-134 0 — VIM35 0 — VII· 136 0 να w1 Me —. VII-137 0 N1 VII-138 0 N-^ OMe VII-139 0 YII-140 0 -Q — VII-141 0 — 142 320292 200920255 【表73】141 320292 200920255 [Table 72] Compound No. X1 R1 R2 VH-129 0 CF3 VII· 130 0 OMe A VTI-131 0 VII-132 0 — VII-133 0 A VII-134 0 — VIM35 0 — VII· 136 0 να w1 Me —. VII-137 0 N1 VII-138 0 N-^ OMe VII-139 0 YII-140 0 -Q — VII-141 0 — 142 320292 200920255 [Table 73]

143 320292 200920255 【表74】 化合物編號 X1 R1 R2 VIM55 0 — VII-156 0 — VIM57 0 — VII-158 0 F ch2々 — VII-159 0 — VII-160 0 — VII-161 0 nh2 — VH-162 0 i^HMe — Vn-163 0 :S(Me2 — VII· 164 0 OMe — VII-165 0 OEt — VIM66 0 Me 6-F VII-167 0 Me 6-C1 YIM68 0 Me 6-OMe ΥΙΙ-169 S Me 一 VII-170 0 CH2CH2CH=CH2 — VII· 171 0 CH2CH2CH=C(Me)2 一 VII-172 0 ch2ch2c=ch — ΥΙΜ73 0 CH2CH2C(Me)=CF2 — ΥΙΙ-174 0 CH(Me)C(=0)0t-Bu — ΥΙΜ75 0 (2-〇CHF2)Bn — VII-176 0 UH2CH2Ph —— ΥΙΙ-Ϊ77 0 CH2-y — VIM78 0 — 144 320292 200920255 【表75】 化合物編號 X1 R1 R2 F3C VTI-179 0 Me VII-180 0 Me 一 VIM81 0 ch2-Q-ci — VII· 182 0 ch2^P 一 VII-183 0 CH2GH2-^TMe — VII：184 0 CH2CH2-^TMe — VII-185 0 Bn 8'Me VII-186 0 Bn 7-Me VIM87 0 Bn 6-Me VII-188 0 Bn 6-OMe 145 320292 200920255【表76】 3143 320292 200920255 [Table 74] Compound No. X1 R1 R2 VIM55 0 — VII-156 0 — VIM57 0 — VII-158 0 F ch2々— VII-159 0 — VII-160 0 — VII-161 0 nh2 — VH-162 0 i^HMe — Vn-163 0 :S(Me2 — VII· 164 0 OMe — VII-165 0 OEt — VIM66 0 Me 6-F VII-167 0 Me 6-C1 YIM68 0 Me 6-OMe ΥΙΙ-169 S Me VII-170 0 CH2CH2CH=CH2 — VII· 171 0 CH2CH2CH=C(Me)2 VII-172 0 ch2ch2c=ch — ΥΙΜ73 0 CH2CH2C(Me)=CF2 — ΥΙΙ-174 0 CH(Me)C(= 0)0t-Bu — ΥΙΜ75 0 (2-〇CHF2)Bn — VII-176 0 UH2CH2Ph —— ΥΙΙ-Ϊ77 0 CH2-y — VIM78 0 — 144 320292 200920255 [Table 75] Compound No. X1 R1 R2 F3C VTI-179 0 Me VII-180 0 Me-VIM81 0 ch2-Q-ci — VII· 182 0 ch2^P A VII-183 0 CH2GH2-^TMe — VII: 184 0 CH2CH2-^TMe — VII-185 0 Bn 8'Me VII-186 0 Bn 7-Me VIM87 0 Bn 6-Me VII-188 0 Bn 6-OMe 145 320292 200920255 [Table 76] 3

ίR12 7 化合物編號 X1 E12 R2 VIII-1 0 — — ΥΓΙΙ-2 0 2-F — VIII-3 0 3-F 一 VIII-4 0 4-F — vin-5 0 2-C1 — VIII-6 0 3-C1 — VIII-7 0 4-C1 — VIII-8 0 2-Br — VIII-9 0 3-Br — VIII-10 0 4-Br — VIII-11 0 2-Me — VIII-12 0 3-Me — VIII-13 0 4-Me — VIIM4 0 2-Et — VIII-15 0 3-Et — VIII-16 0 4-Et — VIII-17 0 2-n-Pr — VIII-18 0 3-n-Pr — VHI-19 0 4_n，Pr YIII-20 0 2-i-Pr 一 VIII-21 0 3-i-Pr — VIII-22 0 4-i-Pr — VIII-23 0 2-c-Pr — VIII-24 0 3-c-Pr — VIII-25 0 4-c-Pr 一 VIII-26 0 2-CFs — VIII-27 0 3-CFs — YIII-28 0 4-CF8 — YIII-29 0 2-OH — YIII-30 0 3-OH — VIII-31 0 4-OH — 146 320292 200920255 【表77】 化合物編號 X1 R12 Rz Viri-32 0 2-OMe 一 VIII-33 0 3-OMe — VIII-34 0 4-〇Me 一 VIII-35 0 2-OEt — •36 0 3-OEt — VIII-37 0 4-OEt — VIII-38 0 2-〇-n-Pr 一 VHI-39 0 3-〇'n-Pr 一 VIII-40 0 4O-n-Pr — VIII-41 0 2-O-i-Pr 一 VIII-42 0 3-O-i-Pr — VIII-43 0 4-O'i-Pr — VIII-44 0 2-〇-c-Pr — VIII-45 0 3-〇-c-Pr — VIII-46 0 4O-c-Pr — VIII-47 0 2-〇CH2CH=CH2 一 VIII-48 0 3-〇CH2CH=CH2 — VIII-49 0 4-〇CH2CH=CH2 — VIII-50 0 2-〇CH2C^CH 一 VIII-51 0 3-〇CH2C^CH — VIII-52 0 4-〇CH2C=CH — VIII-53 0 2-〇CHF2 — VIII-54 0 3-〇CHF2 — VIII-55 0 4-〇CHF2 — Vm-56 0 2OCFg — YIII-57 0 3-〇CF3 — YIII-58 0 4-〇CF8 一 ΥΠΙ-59 0 2-0CH2CH20Me — VHI-60 0 3-0CH2CH20Me 一 VIII-61 0 4-0CH2CH20Me — VIII-62 0 2*OCH2-&lt;P 一 VIII-63 0 3-〇CH2-&lt;p — VIII-64 0 4-〇CH2-&lt;P 一 147 320292 200920255 【表78】 化合物編號 X1 R12 R2 νΠΙ·65 0 2-0C(=0)Me — VIII-66 0 3-0C(=0)Me 一 VIII-67 0 3-0C(=0)Me VIII-68 0 2-SMe .一 VIII-69 0 3-SMe — VIII-70 0 4-SMe — VIII-71 0 2-S02Me 一 VIII-72 0 3_S02Me 一 VIII-73 0 4-S02Me — VIII-74 0 2-SCFg — VIII-75 0 3-SCFg — νΠΙ·76 0 4-SCF3 — νΐΠ-77 0 2-N〇2 — VIII-78 0 3-N〇2 — VIII-79 0 4-N02 — Vni-80 0 2-NHs — VIII-81 0 3-NH2 — VIII-82 0 4-NH2 — VHI-83 0 2-CN — . YEII-84 0 3-CN — VIII-85 0 4-CN — VIII-86 0 2-C(=0)Me — VIII-87 0 3-C(=0)Me — VIII-88 0 4-C(=0)Me — VIII-89 0 2-C(=0)0H — VIII-90 0 3-C(=0)0H — ΥΙΠ-91 0 4-C(=0)0H — VIII-92 0 2-C(=0)0Me — VIII-93 0 3-C(=0)0Me — VIII-94 0 4-C(=0)0Me — VIII-95 0 2-CH2OMe — VIII-96 0 3-CH2OMe — VIII-97 0 4-CH2OMe 一 VIII-98 0 2,3-F2 一 VIII-99 0 2,4-F2 — 148 320292 200920255 【表79】 化合物編號 X1 R12 R2 VIII· 100 0 2,5-F2 — VIII-101 0 2,6-F2 — VIII-102 0 3,4-F2 — VIII-103 0 3,5-F2 — VIII-104 0 2,3-Cl2 — VIIM05 0 2,4-Cl2 — VIII-106 0 2,5-Cl2 一 Vm-107 0 2,6-Cl2 — VIII-108 0 3,4-(¾ — VIII-109 0 3,5-Cl2 — VIII-llO 0 2-F, 3-〇Me — VIII-111 0 2-Cl, 3-OMe — VIII-112 0 2_Me, 3-〇Me — Vin-113 0 2,3-(OMe)2 一 VIIM14 ο 3-OMe, 4-F — VIII-115 0 3-OMe, 4-C1 一 Vin-116 0 3-〇Me, 4-Me 一 VHI-117 0 3,4-(OMe)2 — VIII-118 0 3-OMe, 5-F — VIII-119 0 3-OMe, 5-C1 一 &quot; VIII-120 0 3-OMe, 5_Me — VIII-121 0 3,5*(OMe)2 — νΠΙ-122 0 2-F, 4&quot;OMe — VIIM23 0 2&quot;C1, 4-〇Me — VIII-124 0 2-Me，4-〇Me — νΠΙ-125 0 2,4-(OMe)2 — VIIM26 0 3-F, 4-〇Me 一 ΥΕΠ-127 0 3-C1, 4-〇Me — VIII-128 0 3&quot;Me, 4-〇Me — ΥΙΙΙ-129 0 2&quot;F, 5*OMe — VIII-130 0 2-Cl, 5-OMe — VIIM31 0 2-Me, 5-〇Me — VIII-132 0 2,5**(OMe)2 一 ΥΙΙΜ33 0 3,4,5-(OMe)3 一 VIII-134 0 — 5-F VIIM35 0 4-OMe 5-F ΥΙΙΙ-136 0 3-C1 149 320292 200920255 【表80】 化合物編號 X1 R12 E2 VIII-13 7 0 4ΌΜβ 6-C1 VIII-138 0 — 6-OMe VIII-139 0 4OMe 6-〇Me VIII-140 S 一 — VIII-141 S 4-〇Me — VIII-142 0 2-F,5-CF8 — VIII· 143 Ό 3-CF8)4-F 一 VIIM44 0 2-F,3-CFs 一 VIII-145 0 3-F,5-CFs — VIII-146 0 2,3-(Me)2 — Vin-147 0 2,4_(Me)2 — VIII-148 0 2,5-(Me)2 一 VIII-149 0 2,6-(Me)2 — VIII-150 0 3,4-(Me)2 — VIII· 151 0 3,5-(Me)2 — VIII-152 0 3,5-(CFa)2 一 ΥΙΙΙ-153 0 2,6-(OMe)2 — VIII-154 0 2-F, 3-C1 — VHI-155 0 2-F, 4-C1 — VIII-156 0 2-F, 5-C1 . — VIII-15 7 0 3-F, 4-C1 — VIII-158 0 4-F, 2-Cl — VIII-159 0 4-F, 3-C1 一 VIIM60 0 2-F, 3-Me — VIIM61 0 2-F, 4-Me — Vin-162 0 2-F, 5-Me — Vni-163 0 3-F，2-Me 一 νΠΙ-164 0 3-F, 4-Me — VIII-165 0 3-F, 5-Me — VIII-166 0 4-F, 2~Me — VIII-167 0 4-F, 3-Me — VIII-168 0 5_F，2-Me — VIII-169 0 2-F, 4-CFg — VIII-170 0 3-F, 4-CFs — VIII-171 0 4-F, 2-CF3 一 VIII-172 0 B-F, 2-OMe — VTII-173 0 4-F, 2-〇Me — 150 320292 200920255 【表81】 化合物編號 X1 R12 R2 vm-174 0 5-Ft 2-OMe - Vin-176 Vm-176 0 2-F, 4-〇CHF2 — 0 3-F, 4-〇CHF2 — Vin-177 0 4-F, 2-〇CHF2 - vm-178 0 4-F, 3-CN 一 Vin-179 0 2mClt 4'Me 一 vm-i8〇 νπΐ-181 0 3Ό1, 4&quot;Me — 0 3-C1, 4-〇CHF2 — νπΐ·182 VHT183 0 4-Me, 3-CFg - 0 4-Me, 2*OMe — vm-184 0 3-Me, 4-CN — vm-185 0 4-Me, 3-CN - Vm-186 0 2,3,4-F8 — Vm-187 0 2,3,6-Fs - vm-188 0 2,4,5-Fs — Ym-189 vm-190 0 3,4,6-Fs — 0 2f3-F2, 4-Me — vm-i9i 0 2,6'F2, 4-OMe 一 Vffl-192 0 3,5-F2, 4-OMe — Vin-193 0 4-F, 2-C1, 5-Me — Vm-194 0 — 7-C1 Vm-195 0 — 6_Me Vm-196 0 — 7-Me Vm-197 0 — 8-Me Vin-198 0 3-Me 8-Me Vm-199 0 3-CFs 8_Me νιπ·2〇ο 0 4~OMe 8_Me Vin-201 0 3-F，4-Me 8-Me Vm-202 0 3-F, 4OMe 8‘Me Vm-203 0 — 8-OMe Vm-204 0 3-CFs 8-OMe Yin-206 0 3_F，4-Me 8-C1 Vm-206 0 3-F, 4*Me 6-F Vm-207 Vm-208 0 0 3_F，4-Me 3-F, 4-Me 6- C1 7- Me Vin-209 0 3-F, 4-Me 6-Me vm-210 vm-211 0 0 3'F, 4&quot;Me 8-CI 6-〇Me Vin-212 0 3-OEt 一 vm-213 0 4-OEt — vm-214 0 4,OMe B-Cl νΐπ·215 0 — S-SMe vm-216 Vm-217 0 3,4-(0CH2CH20)· rOMe 0 3-F, 4-OEt — Vm-218 0 * 3,4-(0CH20)- 9-C1 151 320292 200920255 再者，就本發明製造中間體的通式{71]及通式[J2]所示 化合物較佳具體例，例示如下表82至表123。然而，如同 本發明化合物，並非偈限於該等化合物。 152 320292 200920255 【表82】 崎R1 6 化合物編號 X1 R1 R2 IX-1 0 Me — IX-2 0 Et - IX-3 0 n-Pr — IX-4 0 i-Pr — IX-5 0 c-Pr — IX-6 0 n-Bu — IX-7 0 t'Bu — IX-8 0 c-Pen — IX-9 0 n-Hex 一 IX-10 0 ch2ch=ch2 — IX-11 0 ch2c=ch 一 IX-12 0 ch2cfs — IX-13 0 CH2OMe 一 IX-14 0 CH2OEt. — IX-15 0 CH2OPh 一 IX-16 0 CHsOCHgCE^OMe — IX-17 0 ch2och2cf3 一 IX-18 0 ch2och2-^ — IX-19 0 CH20CH2CH2S02Me 一 IX-20 0 CH2OCH2CH2CN — IX-21 0 CH20C(=0)t-Bu — IX-22 0 CH2SMe — IX-23 0 CH^SEt — IX-24 0 CH2S02Me 一 IX-25 0 一 IX-26 0 CH2CH2OMe — IX-27 0 CH(Me)CH2OMe — IX-28 0 CH2CH2SMe 气 IX-29 0 CH2CH2S02Me — IX-30 0 CH2CH2CH2OMe — 153 320292 200920255 【表83】 化合物編號 X1 R1 R2 IX-31 0 CH2C(=0)Me — IX-32 0 CH2C(=0)0-t-Bu _ IX-33 0 CH2C(=0)NMe2 — ΓΧ-34 0 CH2C(=0) - Ν〇3 一 IX-35 0 CH2CN — IX-36 0 ch2ch2cn 一 IX-37 0 Bn IX-38 0 (2-CDBn — IX-39 0 (3-CDBn — EX-40 0 (4-Cl)Bn 一 IX-41 0 (2-〇Me)Bn — IX-42 0 (3-〇Me)Bn — IX-43 0 (4-〇Me)Bn — IX.44 0 (2,6-(OMe)2)Bn 一 IX-45 0 一 IX-46 0 ^Cs — IX-47 0 ^Oo2 一 IX-48 0 -Cs 一 IX-49 0 〜/Me — IX-50 0 154 320292 200920255 【表84】 化合物編號 X1 R1 R2 IX-51 0 ^rMe s^N — IX-52 0 n*n Me — IX-53 0 1YJU&amp; Λ〕 一 IX-54 0 一 IX-55 0 -5Me 一 IX-56 0 n*n Me -〇 一 IX-57 0 — IX-58 0 一 IX-59 0 -P — IX-60 0 一 Me 155 320292 200920255 【表85】ίR12 7 Compound number X1 E12 R2 VIII-1 0 — — ΥΓΙΙ-2 0 2-F — VIII-3 0 3-F VIII-4 0 4-F — vin-5 0 2-C1 — VIII-6 0 3 -C1 - VIII-7 0 4-C1 - VIII-8 0 2-Br - VIII-9 0 3-Br - VIII-10 0 4-Br - VIII-11 0 2-Me - VIII-12 0 3-Me — VIII-13 0 4-Me — VIIM4 0 2-Et — VIII-15 0 3-Et — VIII-16 0 4-Et — VIII-17 0 2-n-Pr — VIII-18 0 3-n-Pr — VHI-19 0 4_n,Pr YIII-20 0 2-i-Pr a VIII-21 0 3-i-Pr — VIII-22 0 4-i-Pr — VIII-23 0 2-c-Pr — VIII- 24 0 3-c-Pr — VIII-25 0 4-c-Pr VIII-26 0 2-CFs — VIII-27 0 3-CFs — YIII-28 0 4-CF8 — YIII-29 0 2-OH — YIII-30 0 3-OH — VIII-31 0 4-OH — 146 320292 200920255 [Table 77] Compound No. X1 R12 Rz Viri-32 0 2-OMe A VIII-33 0 3-OMe — VIII-34 0 4- 〇Me VIII-35 0 2-OEt — •36 0 3-OEt — VIII-37 0 4-OEt — VIII-38 0 2-〇-n-Pr A VHI-39 0 3-〇'n-Pr VIII-40 0 4O-n-Pr — VIII-41 0 2-Oi-Pr-VIII-42 0 3-Oi-Pr — VIII-43 0 4-O'i-Pr — VIII- 44 0 2-〇-c-Pr — VIII-45 0 3-〇-c-Pr — VIII-46 0 4O-c-Pr — VIII-47 0 2-〇CH2CH=CH2 A VIII-48 0 3-〇 CH2CH=CH2 — VIII-49 0 4-〇CH2CH=CH2 — VIII-50 0 2-〇CH2C^CH a VIII-51 0 3-〇CH2C^CH — VIII-52 0 4-〇CH2C=CH — VIII- 53 0 2-〇CHF2 — VIII-54 0 3-〇CHF2 — VIII-55 0 4-〇CHF2 — Vm-56 0 2OCFg — YIII-57 0 3-〇CF3 — YIII-58 0 4-〇CF8 一ΥΠΙ -59 0 2-0CH2CH20Me — VHI-60 0 3-0CH2CH20Me VIII-61 0 4-0CH2CH20Me — VIII-62 0 2*OCH2-&lt;P VIII-63 0 3-〇CH2-&lt;p — VIII- 64 0 4-〇CH2-&lt;P-147 320292 200920255 [Table 78] Compound No. X1 R12 R2 νΠΙ·65 0 2-0C(=0)Me — VIII-66 0 3-0C(=0)Me VIII -67 0 3-0C(=0)Me VIII-68 0 2-SMe .-VIII-69 0 3-SMe — VIII-70 0 4-SMe — VIII-71 0 2-S02Me A VIII-72 0 3_S02Me VIII-73 0 4-S02Me — VIII-74 0 2-SCFg — VIII-75 0 3-SCFg — νΠΙ·76 0 4-SCF3 — νΐΠ-77 0 2-N〇2 — VIII-78 0 3-N〇 2 — VIII-79 0 4-N02 — Vni-80 0 2-NHs — VIII-81 0 3-N H2 — VIII-82 0 4-NH2 — VHI-83 0 2-CN — . YEII-84 0 3-CN — VIII-85 0 4-CN — VIII-86 0 2-C(=0)Me — VIII- 87 0 3-C(=0)Me — VIII-88 0 4-C(=0)Me — VIII-89 0 2-C(=0)0H — VIII-90 0 3-C(=0)0H — ΥΙΠ-91 0 4-C(=0)0H — VIII-92 0 2-C(=0)0Me — VIII-93 0 3-C(=0)0Me — VIII-94 0 4-C(=0) 0Me — VIII-95 0 2-CH2OMe — VIII-96 0 3-CH2OMe — VIII-97 0 4-CH2OMe A VIII-98 0 2,3-F2 A VIII-99 0 2,4-F2 — 148 320292 200920255 [ Table 79] Compound No. X1 R12 R2 VIII· 100 0 2,5-F2 — VIII-101 0 2,6-F2 — VIII-102 0 3,4-F2 — VIII-103 0 3,5-F2 — VIII- 104 0 2,3-Cl2 — VIIM05 0 2,4-Cl2 — VIII-106 0 2,5-Cl2 —Vm-107 0 2,6-Cl 2 — VIII-108 0 3,4-(3⁄4 — VIII-109 0 3,5-Cl2 — VIII-llO 0 2-F, 3-〇Me — VIII-111 0 2-Cl, 3-OMe — VIII-112 0 2_Me, 3-〇Me — Vin-113 0 2,3 -(OMe)2 -VIIM14 ο 3-OMe, 4-F - VIII-115 0 3-OMe, 4-C1-Vin-116 0 3-〇Me, 4-Me-VHI-117 0 3,4-( OMe)2 — VIII-118 0 3-OMe, 5-F — VIII-119 0 3-OMe, 5-C1一&quot; VIII-120 0 3-OMe, 5_Me — VIII-121 0 3,5*(OMe)2 — νΠΙ-122 0 2-F, 4&quot;OMe — VIIM23 0 2&quot;C1, 4-〇Me — VIII -124 0 2-Me,4-〇Me — νΠΙ-125 0 2,4-(OMe)2 — VIIM26 0 3-F, 4-〇Me 一ΥΕΠ-127 0 3-C1, 4-〇Me — VIII -128 0 3&quot;Me, 4-〇Me — ΥΙΙΙ-129 0 2&quot;F, 5*OMe — VIII-130 0 2-Cl, 5-OMe — VIIM31 0 2-Me, 5-〇Me — VIII-132 0 2,5**(OMe)2 ΥΙΙΜ33 0 3,4,5-(OMe)3 VIII-134 0 — 5-F VIIM35 0 4-OMe 5-F ΥΙΙΙ-136 0 3-C1 149 320292 200920255 [Table 80] Compound No. X1 R12 E2 VIII-13 7 0 4ΌΜβ 6-C1 VIII-138 0 — 6-OMe VIII-139 0 4OMe 6-〇Me VIII-140 S 1- VIII-141 S 4-〇Me — VIII-142 0 2-F,5-CF8 — VIII· 143 Ό 3-CF8)4-F-VIIM44 0 2-F,3-CFs-VIII-145 0 3-F,5-CFs — VIII-146 0 2,3-(Me)2 — Vin-147 0 2,4_(Me)2 — VIII-148 0 2,5-(Me)2 VIII-149 0 2,6-(Me)2 — VIII-150 0 3,4-(Me)2 — VIII· 151 0 3,5-(Me)2 — VIII-152 0 3,5-(CFa)2 ΥΙΙΙ-153 0 2,6-(OMe)2 — VI II-154 0 2-F, 3-C1 — VHI-155 0 2-F, 4-C1 — VIII-156 0 2-F, 5-C1 . — VIII-15 7 0 3-F, 4-C1 — VIII-158 0 4-F, 2-Cl — VIII-159 0 4-F, 3-C1 A VIIM60 0 2-F, 3-Me — VIIM61 0 2-F, 4-Me — Vin-162 0 2- F, 5-Me — Vni-163 0 3-F,2-Me νΠΙ-164 0 3-F, 4-Me — VIII-165 0 3-F, 5-Me — VIII-166 0 4-F, 2~Me — VIII-167 0 4-F, 3-Me — VIII-168 0 5_F,2-Me — VIII-169 0 2-F, 4-CFg — VIII-170 0 3-F, 4-CFs — VIII-171 0 4-F, 2-CF3-VIII-172 0 BF, 2-OMe — VTII-173 0 4-F, 2-〇Me — 150 320292 200920255 [Table 81] Compound No. X1 R12 R2 vm-174 0 5-Ft 2-OMe - Vin-176 Vm-176 0 2-F, 4-〇CHF2 — 0 3-F, 4-〇CHF2 — Vin-177 0 4-F, 2-〇CHF2 - vm-178 0 4-F, 3-CN a Vin-179 0 2mClt 4'Me a vm-i8〇νπΐ-181 0 3Ό1, 4&quot;Me — 0 3-C1, 4-〇CHF2 — νπΐ·182 VHT183 0 4-Me , 3-CFg - 0 4-Me, 2*OMe — vm-184 0 3-Me, 4-CN — vm-185 0 4-Me, 3-CN - Vm-186 0 2,3,4-F8 — Vm-187 0 2,3,6-Fs - vm-188 0 2,4,5-Fs — Ym-189 vm-190 0 3,4, 6-Fs — 0 2f3-F2, 4-Me — vm-i9i 0 2,6'F2, 4-OMe a Vffl-192 0 3,5-F2, 4-OMe — Vin-193 0 4-F, 2 -C1, 5-Me — Vm-194 0 — 7-C1 Vm-195 0 — 6_Me Vm-196 0 — 7-Me Vm-197 0 — 8-Me Vin-198 0 3-Me 8-Me Vm-199 0 3-CFs 8_Me νιπ·2〇ο 0 4~OMe 8_Me Vin-201 0 3-F,4-Me 8-Me Vm-202 0 3-F, 4OMe 8'Me Vm-203 0 — 8-OMe Vm -204 0 3-CFs 8-OMe Yin-206 0 3_F,4-Me 8-C1 Vm-206 0 3-F, 4*Me 6-F Vm-207 Vm-208 0 0 3_F,4-Me 3- F, 4-Me 6- C1 7- Me Vin-209 0 3-F, 4-Me 6-Me vm-210 vm-211 0 0 3'F, 4&quot;Me 8-CI 6-〇Me Vin-212 0 3-OEt a vm-213 0 4-OEt — vm-214 0 4,OMe B-Cl νΐπ·215 0 — S-SMe vm-216 Vm-217 0 3,4-(0CH2CH20)· rOMe 0 3- F, 4-OEt — Vm-218 0 * 3,4-(0CH20)- 9-C1 151 320292 200920255 Furthermore, the compound of the formula {71] and the formula [J2] for producing the intermediate of the present invention is more A preferred example is exemplified in Tables 82 to 123 below. However, as with the compounds of the invention, they are not limited to such compounds. 152 320292 200920255 [Table 82] Saki R1 6 Compound No. X1 R1 R2 IX-1 0 Me — IX-2 0 Et - IX-3 0 n-Pr — IX-4 0 i-Pr — IX-5 0 c-Pr — IX-6 0 n-Bu — IX-7 0 t'Bu — IX-8 0 c-Pen — IX-9 0 n-Hex — IX-10 0 ch2ch=ch2 — IX-11 0 ch2c=ch A IX -12 0 ch2cfs — IX-13 0 CH2OMe IX-14 0 CH2OEt. — IX-15 0 CH2OPh IX-16 0 CHsOCHgCE^OMe — IX-17 0 ch2och2cf3 IX-18 0 ch2och2-^ — IX-19 0 CH20CH2CH2S02Me IX-20 0 CH2OCH2CH2CN — IX-21 0 CH20C(=0)t-Bu — IX-22 0 CH2SMe — IX-23 0 CH^SEt — IX-24 0 CH2S02Me IX-25 0 IX-26 0 CH2CH2OMe — IX-27 0 CH(Me)CH2OMe — IX-28 0 CH2CH2SMe Gas IX-29 0 CH2CH2S02Me — IX-30 0 CH2CH2CH2OMe — 153 320292 200920255 [Table 83] Compound No. X1 R1 R2 IX-31 0 CH2C (=0 ) Me — IX-32 0 CH2C(=0)0-t-Bu _ IX-33 0 CH2C(=0)NMe2 — ΓΧ-34 0 CH2C(=0) - Ν〇3 IX-35 0 CH2CN — IX -36 0 ch2ch2cn an IX-37 0 Bn IX-38 0 (2-CDBn — IX-39 0 (3-CDBn — EX-40 0 (4-Cl) Bn IX-41 0 (2-〇Me)B n — IX-42 0 (3-〇Me)Bn — IX-43 0 (4-〇Me)Bn — IX.44 0 (2,6-(OMe)2)Bn-IX-45 0-IX-46 0 ^Cs — IX-47 0 ^Oo2 IX-48 0 -Cs IX-49 0 〜/Me — IX-50 0 154 320292 200920255 [Table 84] Compound No. X1 R1 R2 IX-51 0 ^rMe s^ N — IX-52 0 n*n Me — IX-53 0 1YJU&amp; Λ] One IX-54 0 One IX-55 0 -5Me One IX-56 0 n*n Me - One IX-57 0 — IX- 58 0 一 IX-59 0 -P — IX-60 0 一Me 155 320292 200920255 【Table 85】

156 320292 200920255 【表86】 化合物編&amp; X1 E1 R2 IX-71 0 〇 — IX-72 0 — IX-73 0 — IX-74 0 — IX-75 0 — IX-76 0 CH2~&lt;p — IX-77 0 CH^Me 一 IX-78 0 w — IX-79 0 NHMe — IX-80 0 Me 6-F IX-81 0 Me 7-F IX-82 0 Me 5-C1 IX-83 0 Me 6-C1 IX-84 0 Me 7-C1 IX-85 0 Me 8-C1 157 320292 200920255 【表87】 化合物编號 X1 R1 E2 IX-86 0 CH2CH2OMe 8-C1 IX-87 0 Me 7*OMe IX-88 0 Me 5-SMe IX-89 0 Me 7-SMe IX-90 0 Me 5*S02Me IX-91 0 Me 7-S02Me IX-92 0 Me 6-N02 IX-93 0 Me 7-N02 IX-94 S Me IX-95 0 — IX-96 0 — IX-97 0 — IX-98 0 &lt; — IX-99 0 又 IX-100 0 N^CF3 — 158 320292 200920255 【表88】156 320292 200920255 [Table 86] Compounds &amp; X1 E1 R2 IX-71 0 〇 - IX-72 0 — IX-73 0 — IX-74 0 — IX-75 0 — IX-76 0 CH2~&lt;p — IX-77 0 CH^Me 一 IX-78 0 w — IX-79 0 NHMe — IX-80 0 Me 6-F IX-81 0 Me 7-F IX-82 0 Me 5-C1 IX-83 0 Me 6 -C1 IX-84 0 Me 7-C1 IX-85 0 Me 8-C1 157 320292 200920255 [Table 87] Compound No. X1 R1 E2 IX-86 0 CH2CH2OMe 8-C1 IX-87 0 Me 7*OMe IX-88 0 Me 5-SMe IX-89 0 Me 7-SMe IX-90 0 Me 5*S02Me IX-91 0 Me 7-S02Me IX-92 0 Me 6-N02 IX-93 0 Me 7-N02 IX-94 S Me IX-95 0 — IX-96 0 — IX-97 0 — IX-98 0 &lt; — IX-99 0 and IX-100 0 N^CF3 — 158 320292 200920255 [Table 88]

159 320292 200920255 【表89】 化合物編號 X1 R1 R2 IX-111 0 -TV〇Me 5-F IX-112 0 Bn 6-F IX-113 0 -aMe 6F EK-114 0 Me 6-CH2OMe ΓΧ-115 0 —{)-〇Me % 5,7-F2 ΙΧΊ16 0 -T)-Me 7-C1 IX-117 0 Et 5-C1 IX-118 0 n-Bu 5-C1 IX-119 0 〇&quot;Me 7-Me IX-120 0 JN ~Q Me 6-CFs r. IX-121 0 — IX-122 0 —^~V*0Me 5-C1 IX-123 0 Me 6-F IX-124 0 — IX-125 0 5-F IX· 126 0 -^T^&quot;Me 5-C1 IX-127 0 ~Q~Me 5fcMe ΙΧΊ28 0 —C'VoMe ^-N 0wMe 5-Me IX-129 0 r-N -\J-CFa 160 320292 200920255 【表90】 Λ1·费 6 化合物編號 X1 R12 R2 Χ-1 0 — — Χ-2 0 2-F 一 Χ-3 0 3-F 一 Χ-4 0 4-F — Χ-5 0 2-C1 — Χ-6 0 3-C1 — Χ-7 0 4-C1 一 Χ-8 0 3-Me — Χ-9 0 4*Me — Χ-10 0 3-Et — Χ-11 0 4-Et 一 Χ-12 . 0 3-i-Pr 一 Χ-13 0 4*c-Pr — Χ-14 0 3-CF3 一 Χ-15 0 4-CF3 — Χ-16 0 4-OH — Χ-17 0 2-〇Me — Χ-18 0 3-〇Me — Χ19 0 4OMe — Χ-20 0 3-OEt — Χ-21 0 4-OEt — Χ-22 0 3O'n-Pr — Χ-23 0 3-〇-rPr — Χ-24 0 4*〇-i-Pr — Χ-25 0 4OCH2CH=CH2 一 Χ-26 0 4OCH2C=CH 一 161 320292 200920255 【表91】159 320292 200920255 [Table 89] Compound No. X1 R1 R2 IX-111 0 -TV〇Me 5-F IX-112 0 Bn 6-F IX-113 0 -aMe 6F EK-114 0 Me 6-CH2OMe ΓΧ-115 0 —{)-〇Me % 5,7-F2 ΙΧΊ16 0 -T)-Me 7-C1 IX-117 0 Et 5-C1 IX-118 0 n-Bu 5-C1 IX-119 0 〇&quot;Me 7- Me IX-120 0 JN ~Q Me 6-CFs r. IX-121 0 — IX-122 0 —^~V*0Me 5-C1 IX-123 0 Me 6-F IX-124 0 — IX-125 0 5 -F IX· 126 0 -^T^&quot;Me 5-C1 IX-127 0 ~Q~Me 5fcMe ΙΧΊ28 0 —C'VoMe ^-N 0wMe 5-Me IX-129 0 rN -\J-CFa 160 320292 200920255 [Table 90] Λ1·费6 Compound No. X1 R12 R2 Χ-1 0 — — Χ-2 0 2-F Χ-3 0 3-F Χ-4 0 4-F — Χ-5 0 2- C1 — Χ-6 0 3-C1 — Χ-7 0 4-C1 Χ-8 0 3-Me — Χ-9 0 4*Me — Χ-10 0 3-Et — Χ-11 0 4-Et One Χ-12 . 0 3-i-Pr Χ-13 0 4*c-Pr — Χ-14 0 3-CF3 Χ-15 0 4-CF3 — Χ-16 0 4-OH — Χ-17 0 2 -〇Me — Χ-18 0 3-〇Me — Χ19 0 4OMe — Χ-20 0 3-OEt — Χ-21 0 4-OEt — Χ-22 0 3O'n-Pr — Χ-23 0 3-〇 -rPr — Χ-24 0 4*〇-i-Pr — Χ-25 0 4OCH2CH=CH2 一 Χ-26 0 4OCH2C=CH A 161 320292 200920255 [Table 91]

化合物編號 X1 R12 R2 X-27 0 3-〇CHF2 — X-28 0 4-〇CHF2 一 X-29 0 3-0CFs — X-30 0 4-〇CH2-&lt;p — 丨 X-31 0 3-SMe — X-32 0 4-SMe — X-33 0 3-S02Me — X-34 0 4-S02Me — X-35 0 2-N02 — X-36 0 3-N02 一 X-37 0 4-N02 — X-38 0 3-CN 一 X-39 0 4-CN — X-40 0 4-C(=0)Me — X-41 0 4-C(=0)0Me 一 X-42 0 4-CH2OMe — X-43 0 3-OMe, 4-C1 — X-44 0 3OMe, 4-Me — X-45 0 3,4-(OMe)2 — X-46 0 3,5-(OMe)2 — X-47 0 2-F, 4-〇Me — X-48 0 2-Cl, 4-〇Me — X-49 0 2,4-(OMe)2 — X-50 0 3Έ, 4~OMe — X-51 0 3-CI, 4-OMe 一 X-52 0 3_Me, 4-〇Me — X-53 0 3,4,5-(OMe)3 — X-54 0 4-〇Me 5-F X-55 0 4-〇Me 6-F X-56 0 4-〇Me 7-F 162 320292 200920255 【表92】 化合物編號 X1 E12 R2 X-57 0 4-〇Me 8-F X-58 0 — 5-C1 X-59 0 — 8-C1 X-60 0 4OMe 5-C1 X-61 0 4-〇Me 6-C1 X-62 0 4*OMe 7-C1 X-63 0 4-〇Me 8-C1 X-64 0 4-〇CH2CN — X-65 0 4-〇CH2_c_Pr — X-66 0 4-〇CH2CF3 — X-67 0 4-NMe2 X-68 0 3,4_Me2 — X-69 0 2-F, 4-Me — X-70 0 3.F, 4_Me — X-71 0 3-Me, 4-F — X-72 0 2-C1, 4-Me X-73 0 3-C1, 4-Me 一 X-74 0 3-OEt, 4-OMe 一 X-75 0 2,3,4-(OMe)3 — X-76 0 2,5¾ 4-OMe 一 X-77 0 3,5-F2, 4-OMe 一 X-78 0 3,5-Cl2, 4-〇Me — X-79 0 3,4-(CH2CH2CH2)- — X-80 0 3,4-(CH2CH2CH2CH2)- 一 X-81 0 3,4-(CH2OCH2)' — X-82 0 3,4-(0CH20)* 7-F X-83 0 2,3-(0CH2CH20&gt;- 一 X-84 0 3,4-(0CH2CH(Me)0)- — X-85 0 3,4-(0CH2CH2CH20)· 一 163 320292 200920255 【表93】 化合物編號 X1 E12 R2 X-86 0 — 5-F X-87 0 3,4,5-(OMe)3 5-F X-88 0 3,5_F2, 4-OMe 5-F X-89 0 3,4-(0CH2CH20)- 5F X-90 0 — 6-F X-91 0 3,4,5-(OMe)8 6-F X-92 0 3,4'(0CH20)· 6-F X-93 0 3,4-(0CH2CH20)- 6-F X-94 0 — 7-F X-95 0 3,4-(0CH2CH20)- 7-F X-96 0 — 8-F X-97 0 — 5-Me X-98 0 4-〇Me 5-Me X-99 0 4-〇Me 6-Me X-100 0 4_OMe 7-Me X-101 0 3,5-F2, 4OMe 7-Me X-102 0 一 6OFS X-103 0 6OMe X-104 0 4OMe 3OMe X-105 0 — 7-OMe X-106 0 4-〇Me 7-OMe X-107 0 2,5-F2, 4-OMe 7-OMe X-108 0 3,5-F2, 4OMe 7-OMe X-109 0 — 8-〇Me X-110 0 4-〇Me 8-OMe ΧΊ11 0 4-〇Me 5,6-F2 X-112 0 4-〇Me 5,7-F2 X-113 0 — 6,7-F2 164 320292 200920255 【表94】 化合物編號 X1 R12 R2 X-114 0 — 6,8-F2 X-115 0 4-〇Me 5,7-Cl2 ΧΊ16 0 4-〇Me 6-F, 7-〇Me ΧΊ17 0 3-F, 4-OMe 5-C1 X-118 0 4-〇Me 5,6,8-F3, 7-OMe X-119 0 — 7-CFs X-120 0 4-F 7-OMe X-121 0 4-〇CHF2 7-OMe X-122 0 4-Me 7-OMe 165 320292 200920255 【表95】Compound No. X1 R12 R2 X-27 0 3-〇CHF2 — X-28 0 4-〇CHF2 One X-29 0 3-0CFs — X-30 0 4-〇CH2-&lt;p — 丨X-31 0 3 -SMe — X-32 0 4-SMe — X-33 0 3-S02Me — X-34 0 4-S02Me — X-35 0 2-N02 — X-36 0 3-N02 One X-37 0 4-N02 — X-38 0 3-CN 一X-39 0 4-CN — X-40 0 4-C(=0)Me — X-41 0 4-C(=0)0Me 一X-42 0 4-CH2OMe — X-43 0 3-OMe, 4-C1 — X-44 0 3OMe, 4-Me — X-45 0 3,4-(OMe)2 — X-46 0 3,5-(OMe)2 — X -47 0 2-F, 4-〇Me — X-48 0 2-Cl, 4-〇Me — X-49 0 2,4-(OMe)2 — X-50 0 3Έ, 4~OMe — X- 51 0 3-CI, 4-OMe-X-52 0 3_Me, 4-〇Me — X-53 0 3,4,5-(OMe)3 — X-54 0 4-〇Me 5-F X-55 0 4-〇Me 6-F X-56 0 4-〇Me 7-F 162 320292 200920255 [Table 92] Compound No. X1 E12 R2 X-57 0 4-〇Me 8-F X-58 0 — 5-C1 X-59 0 — 8-C1 X-60 0 4OMe 5-C1 X-61 0 4-〇Me 6-C1 X-62 0 4*OMe 7-C1 X-63 0 4-〇Me 8-C1 X- 64 0 4-〇CH2CN — X-65 0 4-〇CH2_c_Pr — X-66 0 4-〇CH2CF3 — X-67 0 4-NMe2 X-68 0 3,4_Me2 — X-69 0 2-F, 4- Me — X -70 0 3.F, 4_Me — X-71 0 3-Me, 4-F — X-72 0 2-C1, 4-Me X-73 0 3-C1, 4-Me One X-74 0 3- OEt, 4-OMe-X-75 0 2,3,4-(OMe)3 — X-76 0 2,53⁄4 4-OMe One X-77 0 3,5-F2, 4-OMe One X-78 0 3,5-Cl2, 4-〇Me — X-79 0 3,4-(CH2CH2CH2)- — X-80 0 3,4-(CH2CH2CH2CH2)--X-81 0 3,4-(CH2OCH2)' — X-82 0 3,4-(0CH20)* 7-F X-83 0 2,3-(0CH2CH20&gt;- X-84 0 3,4-(0CH2CH(Me)0)- — X-85 0 3 , 4-(0CH2CH2CH20)· 163 320292 200920255 [Table 93] Compound No. X1 E12 R2 X-86 0 — 5-F X-87 0 3,4,5-(OMe)3 5-F X-88 0 3 ,5_F2, 4-OMe 5-F X-89 0 3,4-(0CH2CH20)- 5F X-90 0 — 6-F X-91 0 3,4,5-(OMe)8 6-F X-92 0 3,4'(0CH20)· 6-F X-93 0 3,4-(0CH2CH20)- 6-F X-94 0 — 7-F X-95 0 3,4-(0CH2CH20)- 7-F X-96 0 — 8-F X-97 0 — 5-Me X-98 0 4-〇Me 5-Me X-99 0 4-〇Me 6-Me X-100 0 4_OMe 7-Me X-101 0 3,5-F2, 4OMe 7-Me X-102 0 A 6OFS X-103 0 6OMe X-104 0 4OMe 3OMe X-105 0 — 7-OMe X-106 0 4-〇Me 7-OMe X-107 0 2,5-F2, 4-OMe 7-OMe X-108 0 3,5-F2, 4OMe 7-OMe X-109 0 — 8 -〇Me X-110 0 4-〇Me 8-OMe ΧΊ11 0 4-〇Me 5,6-F2 X-112 0 4-〇Me 5,7-F2 X-113 0 — 6,7-F2 164 320292 200920255 [Table 94] Compound No. X1 R12 R2 X-114 0 — 6,8-F2 X-115 0 4-〇Me 5,7-Cl2 ΧΊ16 0 4-〇Me 6-F, 7-〇Me ΧΊ17 0 3 -F, 4-OMe 5-C1 X-118 0 4-〇Me 5,6,8-F3, 7-OMe X-119 0 — 7-CFs X-120 0 4-F 7-OMe X-121 0 4-〇CHF2 7-OMe X-122 0 4-Me 7-OMe 165 320292 200920255 [Table 95]

Xi1〆 7 化合物編號 X1 R1 K2 XI-1 0 Me — XI-2 0 Et 一 XI-3 0 n-Pr — XI-4 0 i-Pr — XI-5 0 n-Bu — XI-6 0 s-Bu — ΧΓ7 0 CH2CH=CH2 — XI-8 0 ch2c^ch — XI-9 0 ch2cf3 — XI-10 0 ch2ch2f XI-11 0 ch2och2cf3 一 XL-12 〇 CH2SMe — XI-13 0 CH2CH2OMe — XI-14 0 CH(Me)CH2OMe — XI-15 0 CH2C(=0)0Et ~ XI-16 0 CH2C(=0)0t-Bu — XI-17 0 Bn — XI-18 〇 (2-F)Bn — XI-19 0 (2-C])Bn — XI-20 0 (2-CF3)Bn — XI-21 〇 (3-CFs)Bn — XI-22 0 (2-0Me)Bn — XI-23 〇 CH(Me)Ph — XI-24 〇 &quot;Vs ]66 320292 200920255 【表96】Xi1〆7 Compound No. X1 R1 K2 XI-1 0 Me — XI-2 0 Et I XI-3 0 n-Pr — XI-4 0 i-Pr — XI-5 0 n-Bu — XI-6 0 s- Bu — ΧΓ7 0 CH2CH=CH2 — XI-8 0 ch2c^ch — XI-9 0 ch2cf3 — XI-10 0 ch2ch2f XI-11 0 ch2och2cf3 XL-12 〇CH2SMe — XI-13 0 CH2CH2OMe — XI-14 0 CH (Me)CH2OMe — XI-15 0 CH2C(=0)0Et ~ XI-16 0 CH2C(=0)0t-Bu — XI-17 0 Bn — XI-18 〇(2-F)Bn — XI-19 0 (2-C])Bn — XI-20 0 (2-CF3)Bn — XI-21 〇(3-CFs)Bn — XI-22 0 (2-0Me)Bn — XI-23 〇CH(Me)Ph — XI-24 〇&quot;Vs ]66 320292 200920255 [Table 96]

167 320292 200920255 【表97】 化合物編號 X1 R1 R2 XI-36 0 Me 6-OMe XI-37 0 CH2CH2CH=CH2 — XI-38 0 CH2CH2CH=C(Me)2 — XI-39 0 CH2CH2C=CH — XI-40 0 CH2CH2C(Me)=CF2 — XI-41 0 CH(Me)C(=0)0t-Bu XI-42 0 (2-〇CHF2)Bn 一 ΧΊ-43 0 CH2CH2Ph — XI-44 0 ch2/j — XI-45 0 n〜f3 — f3c XI-46 0 Me XI-47 0 CH^ Me — XI-48 0 ch2-^Vci — XI-49 0 CEz\^ — XI-50 0 CH2CH2-^TMe — XI-51 0 CH2CH2/YMe — XI-52 0 Bn 8-Me XI-53 0 Bn 7-Me XI-54 0 Bn 6 &quot;Me XI-55 0 Bn 6OMe 168 320292 200920255 【表98】 8\^6 7 化合物編號 X1 R12 E2 XII-1 0 一 XII-2 0 2-F 一 XII-3 0 3-F 一 XII-4 0 4-F — XII-5 0 2-C1 — XII-6 0 3-C1 — XII-7 0 4-C1 — ΧΠ-8 0 3-Br — XII-9 0 4-Br — XII· 10 0 2-Me 一 XII· 11 0 3~Me — XII-12 0 4-Me 一 XII-13 0 3-Et — XII-14 0 4-Bt — XII. 15 0 4-i-Pr 一 XII-16 0 4_c*Pr — XII· 17 0 2-CF3 — XII· 18 0 3-CFg 一 XII-19 0 4-CF3 一 XII-20 0 2-〇Me 一 XII-21 0 3-〇Me — XII-22 0 4-〇Me 一 XII-23 0 2-OCHF2 一 XII-24 0 3-〇CHF2 — XII-25 0 4-OCHF2 — 169 320292 200920255 【表99】 化合物編號 X1 R12 R2 XII-26 0 2-0CFs — XII-27 0 3-OCFg — XII-28 0 4-〇CF3 — XII-29 0 4-SCF3 一 XII-30 0 3-CN 一 XII-31 0 2,3-F2 — XII-32 0 2,4-F2 — XII-33 0 2,5-F2 — XII-34 0 236-Fz — XII-35 0 3,4-F2 — XII-36 0 3,5-F2 — XII-37 〇 2,3-Cl2 — XII-38 0 2,4&quot;C12 — XII-39 0 2,5-Cl2 — XII-40 0 2,6-Cl2 _ XII-41 0 3,4-(¾ XII-42 0 3,5-Cl2 _ XII-43 0 2,3-(OMe)2 —— XII-44 0 3-OMe, 4-F — ΧΣΙ-45 0 3-〇Me, 4*Me XII-46 0 3,4-(OMe)2 一 XII-47 0 3-OMe, 5-F ** XII-48 0 3,5-(〇Me)2 — XII-49 0 2_F, 4-〇Me 一 XII-50 0 2,4-(OMe)2 — XIP51 0 3-F, 4~OMe — ΧΠ-52 0 3-C1, 4OMe 一 XII-53 0 3-Me, 4_OMe 一 XII-54 0 2,5-(OMe)2 一 XII-55 〇 3,4,5-(OMe)3 — 170 320292 200920255 【表100】 化合物編號 X1 R12 R2 ΧΠ-56 0 一 6-F XII-57 0 4_OMe 6-F XII-58 0 一 6-C1 XII-59 0 4-OMe 6-C1 XII-60 0 4_OMe 6-OMe XII-61 0 2-F,5-CFg _ XII-62 0 3-CF3,4-F — XII-63 0 2-F,3-CFs — XII-64 0 3-F,5-CF3 — XII-65 0 2,5-(Me)2 XII-66 0 3,4-(Me)2 XII-67 0 3,5-(Me)2 一 XII-68 0 3,5-(CF3)2 — XII-69 0 2,6_(OMe)2 — XII-70 0 2-F, 3-C1 — XII-71 0 2-F, 4-C1 _ XII-72 0 2-F, 5-C1 — XII-73 0 3-F, 4-C1 一 ΧΣΙ-74 0 4-F, 2-C1 XII-75 0 4-F, 3-C1 一 XII-76 0 2-F, 3-Me XII-77 0 2-F, 4*Me ~ XII-78 0 2~F, 5*Me 一 XII-79 0 3-F, 2-Me ^— XII-80 0 B-F, 4-Me — 171 320292 200920255 【表101】 化合物編號 X1 R12 R2 XII-81 0 3-F, 5-Me 一 XII-82 0 4-F, 2-Me — XII-83 0 4-F, 3-Me — XII-84 0 5-F, 2-Me — XII-85 0 2-F, 4-CFs ~ XEI-86 0 3-F, 4-CF3 — XII-87 0 4-F, 2-CF3 一 XII-88 0 3-F, 2-OMe —— XII-89 0 4*F, 2-OMe — XII-90 0 5-F, 2-OMe — XII-91 0 2-F, 4-〇CHF2 一 XII-92 0 3-F, 4-〇CHF2 — XII-93 0 4-F, 2-〇CHF2 一 XII-94 0 4-F, 3-CN — ΧΪΙ-95 0 2-C1, 4-Me 一 XII-96 0 3-C1, 4-Me — XII-97 0 3-C1, 4-〇CHF2 — XII-98 0 4-Me, 3-CF3 一 XII-99 0 4-Me, 2-〇Me — XII* 100 0 3-Me, 4-CN 一 XII-101 0 4*Me, 3-CN —— XII-102 0 2,3,4-F3 XII-103 0 2,3,5-F3 — XIM04 0 2,4,5-F3 —' XII-105 0 3,4,5-Fg 一 XIM06 0 2,3-F2, 4-Me — XII-107 0 2,6-F2, 4-OMe — 172 320292 200920255 【表102】 化合物編號 X1 R12 E2 XIM08 〇 3,5-F2, 4-OMe — XIM09 0 4-F, 2-C1, 5*Me — XII-110 0 一 7-C1 XIM11 0 6-Me XII· 112 0 — 7-Me XII-113 0 一 8-Me XII· 114 0 3-Me 8-Me XII-115 0 3-CF3 8-Me XII-116 0 4~OMe 8-Me XII-117 0 3-F, 4-Me 8 &quot;Me XII-118 0 3-F, 4-〇Me 8-Me XII-119 0 — 8-〇Me XII-120 0 3-CF3 8-〇Me XII-121 0 3-F, 4-Me 8-C1 XII-122 0 3-F, 4-Me 6-F XII-123 0 3-F, 4-Me 6-C1 XII-124 0 3_F, 4_Me 7-Me XII-X25 0 3-F, 4-Me 6-Me XII-126 0 一 8-C1 XII-127 0 3-F, 4-Me 6-OMe XII· 128 0 3-OEt 一 XIM29 0 4-OEt 一 XII-130 0 4-〇Me 8-C1 ΧΠ-131 0 —- 6-SMe XII-132 0 3,4-(0CH2CH20&gt;- 6-〇Me XII-133 0 3-F, 4-OEt — XIM34 0 3,4-(0CH20)· 8-C1 173 320292 200920255 【表103】 IX ^ ί&gt;2 6 化合物編號 X1 R1 R2 XIII-1 0 Me — ΧΠΙ-2 0 Et — ΧΙΙΙ-3 0 n-Pr — ΧΙΙΙ-4 0 i-Pr — ΧΙΙΙ-5 0 c-Pr — ΧΙΙΙ-6 0 n-Bu — ΧΕΙΙ-7 0 t-Bu — ΧΙΙΙ-8 0 c-Pen — ΧΙΙΙ-9 0 n-Hex — XIII-10 0 ch2ch=ch2 — XIII-11 0 ch2c=ch — XIII-12 0 CH2CF3 — XIII-13 ο CH2OMe 一 XIII-14 .0 CH^OEt — . XIII-15 0 CH2OPh — XIII-16 0 CH2OCH2CH2OMe — XIII-17 0 CH2OCH2CF8 — XIII-18 0 ch2och2-^ — XIII-19 0 CH2OCH2CH2SQ2Me — ； ΧΙΙΙ-20 0 ch2och2ch2cn 一 ΧΠΙ-21 0 CH2OC(=0)t-Bu 一 ΧΠΙ-22 0 CH2SMe — - ΧΠΙ-23 0 CH2SEt — ΧΙΙΙ-24 0 CH2S02Me — ΧΙΙΙ-25 0 CH^SOsEt — ΧΙΙΙ-26 0 CH2CH2OMe — ΧΙΙΙ-27 0 CH(Me)CH2OMe — ΧΙΠ-28 0 CH2CH2SMe 一 ΧΙΙΙ-29 0 CH2CH2S02Me — ΧΙΙΙ-30 0 CH2CH2CH2〇Me — 174 320292 200920255 【表104】 化合物編號 X1 R1 R2 XIII-31 0 CH2C(=0)Me — XIII-32 0 CH2C(=0)0-t-Bu — ΧΠΙ-33 0 CH2C(=0)NMe2 一 XIII-34 0 CH2C(=0) - Ν〇0 — XIII-35 0 ch2cn 一 XIII-36 0 ch2ch2cn — XIII-37 0 Bn 一 XIII-38 0 (2-Cl)Bn XIII-39 0 (3-Cl)Bn — ΧΠΙ-40 0 (4-CDBn — XIII-41 0 (2-0Me)Bn — ΧΠΙ-42 0 (3-〇Me)Bn 一 XIII-43 0 (4-〇Me)Bn 一 XIII-44 0 (2,6-(OMe)2)Bn — XIII-45 0 -a _ ΧΙΠ-46 0 ^Os 一 XIII-47 0 vso2 — XIII-48 0 七S — XIII-49 0 &quot;Φ&gt; — XIII-50 0 一 175 320292 200920255 【表105】 化合物編號 X1 R1 R2 XIII-51 0 —- XHI-52 0 ν.ν Me — XIII-53 0 JLtXw Λ〕 一 XIII-54 0 N*vMe — XIII-55 0 — XIII-56 0 — XIII-57 0 lYJ.^ o — XIII-58 0 -Qso2 一 XIII-59 0 N-^ XIII-60 0 — Me 176 320292 200920255 【表106】 化合物編號 X1 R1 R2 XIII-61 0 N-^ — XIII-62 0 一 ΧΠΙ-63 0 族 一 XIII-64 0 — XIII-65 0 —OMe Me 一 XIII-66 0 XIII-67 0 ^-N 一 XIII-68 0 —\ y~OMe 一 XIII-69 0 N=\ OMe XIII-70 0 N=( Ν-Λ OMe 一 177 320292 200920255 【表107】 化合物編號 X1 R1 R2 XIII-71 0 /=N — XIII-72 0 XIII-73 0 — XIII-74 0 — ΧΠΙ-75 0 一 XIII-76 0 — XIII-77 0 *—* XIII-78 0 — XIII-79 0 NHMe 一 XIII-80 0 Me 6-F XIII-81 0 Me 7-F XIII-82 0 Me 5-C1 XIII-83 0 Me 6-C1 XIII-84 0 Me 7-C1 ΧΠΙ-85 0 Me 8Ό1 178 320292 200920255 【表⑽】 化合物編號 X1 R1 R2 ΧΠΙ-86 0 CH2CH2OMe 8-C1 XIII-87 0 Me 7-〇Me ΧΠΙ-88 0 Me 5-SMe XIII-89 0 Me 7-SMe XIII-90 〇 Me 5*S02Me XIII-91 0 Me 7-S02Me XIII-92 0 Me 6-N02 XIII-93 0 Me 7-N〇2 XIII-94 S Me ΧΠΙ-95 0 ΧΠΙ-96 0 一 XIII-97 0 — XIII-98 0 ^ Me ΧΠΙ-99 0 Me XIII· 100 0 NvCFs — 179 320292 200920255 【表109】167 320292 200920255 [Table 97] Compound No. X1 R1 R2 XI-36 0 Me 6-OMe XI-37 0 CH2CH2CH=CH2 — XI-38 0 CH2CH2CH=C(Me)2 — XI-39 0 CH2CH2C=CH — XI- 40 0 CH2CH2C(Me)=CF2 — XI-41 0 CH(Me)C(=0)0t-Bu XI-42 0 (2-〇CHF2)Bn 一ΧΊ-43 0 CH2CH2Ph — XI-44 0 ch2/j — XI-45 0 n~f3 — f3c XI-46 0 Me XI-47 0 CH^ Me — XI-48 0 ch2-^Vci — XI-49 0 CEz\^ — XI-50 0 CH2CH2-^TMe — XI -51 0 CH2CH2/YMe — XI-52 0 Bn 8-Me XI-53 0 Bn 7-Me XI-54 0 Bn 6 &quot;Me XI-55 0 Bn 6OMe 168 320292 200920255 [Table 98] 8\^6 7 Compound No. X1 R12 E2 XII-1 0-XII-2 0 2-F-XII-3 0 3-F-XII-4 0 4-F — XII-5 0 2-C1 — XII-6 0 3-C1 — XII-7 0 4-C1 — ΧΠ-8 0 3-Br — XII-9 0 4-Br — XII· 10 0 2-Me — XII· 11 0 3~Me — XII-12 0 4-Me A XII- 13 0 3-Et — XII-14 0 4-Bt — XII. 15 0 4-i-Pr —XII-16 0 4_c*Pr — XII· 17 0 2-CF3 — XII· 18 0 3-CFg —XII- 19 0 4-CF3 A XII-20 0 2-〇Me A XII-21 0 3-〇Me — XII-22 0 4-〇Me XII-23 0 2-OCHF2-XII-24 0 3-〇CHF2 — XII-25 0 4-OCHF2 — 169 320292 200920255 [Table 99] Compound No. X1 R12 R2 XII-26 0 2-0CFs — XII-27 0 3 -OCFg — XII-28 0 4-〇CF3 — XII-29 0 4-SCF3 One XII-30 0 3-CN One XII-31 0 2,3-F2 — XII-32 0 2,4-F2 — XII- 33 0 2,5-F2 — XII-34 0 236-Fz — XII-35 0 3,4-F2 — XII-36 0 3,5-F2 — XII-37 〇2,3-Cl2 — XII-38 0 2,4&quot;C12 — XII-39 0 2,5-Cl2 — XII-40 0 2,6-Cl2 _ XII-41 0 3,4-(3⁄4 XII-42 0 3,5-Cl2 _ XII-43 0 2,3-(OMe)2 —— XII-44 0 3-OMe, 4-F — ΧΣΙ-45 0 3-〇Me, 4*Me XII-46 0 3,4-(OMe)2 XII-47 0 3-OMe, 5-F ** XII-48 0 3,5-(〇Me)2 — XII-49 0 2_F, 4-〇Me A XII-50 0 2,4-(OMe)2 — XIP51 0 3-F, 4~OMe — ΧΠ-52 0 3-C1, 4OMe-XII-53 0 3-Me, 4_OMe-XII-54 0 2,5-(OMe)2-XII-55 〇3,4,5 -(OMe)3 — 170 320292 200920255 [Table 100] Compound No. X1 R12 R2 ΧΠ-56 0 A 6-F XII-57 0 4_OMe 6-F XII-58 0 A 6-C1 XII-59 0 4-OMe 6 -C1 XII-60 0 4_OMe 6-OMe XII-61 0 2-F,5-CFg _ XII-62 0 3-CF3,4-F — XII-63 0 2-F,3-CFs — XII-64 0 3-F,5-CF3 — XII-65 0 2 ,5-(Me)2 XII-66 0 3,4-(Me)2 XII-67 0 3,5-(Me)2 AXII-68 0 3,5-(CF3)2 — XII-69 0 2 ,6_(OMe)2 — XII-70 0 2-F, 3-C1 — XII-71 0 2-F, 4-C1 _ XII-72 0 2-F, 5-C1 — XII-73 0 3-F , 4-C1 一ΧΣΙ-74 0 4-F, 2-C1 XII-75 0 4-F, 3-C1-XII-76 0 2-F, 3-Me XII-77 0 2-F, 4*Me ~ XII-78 0 2~F, 5*Me-XII-79 0 3-F, 2-Me ^- XII-80 0 BF, 4-Me — 171 320292 200920255 [Table 101] Compound No. X1 R12 R2 XII- 81 0 3-F, 5-Me-XII-82 0 4-F, 2-Me — XII-83 0 4-F, 3-Me — XII-84 0 5-F, 2-Me — XII-85 0 2-F, 4-CFs ~ XEI-86 0 3-F, 4-CF3 — XII-87 0 4-F, 2-CF3 A XII-88 0 3-F, 2-OMe —— XII-89 0 4 *F, 2-OMe — XII-90 0 5-F, 2-OMe — XII-91 0 2-F, 4-〇CHF2 A XII-92 0 3-F, 4-〇CHF2 — XII-93 0 4 -F, 2-〇CHF2-XII-94 0 4-F, 3-CN — ΧΪΙ-95 0 2-C1, 4-Me-XII-96 0 3-C1, 4-Me — XII-97 0 3- C1, 4-〇CHF2 — XII-98 0 4-Me, 3-CF3 A XII-99 0 4- Me, 2-〇Me — XII* 100 0 3-Me, 4-CN One XII-101 0 4*Me, 3-CN —— XII-102 0 2,3,4-F3 XII-103 0 2,3 ,5-F3 — XIM04 0 2,4,5-F3 —' XII-105 0 3,4,5-Fg a XIM06 0 2,3-F2, 4-Me — XII-107 0 2,6-F2, 4-OMe — 172 320292 200920255 [Table 102] Compound No. X1 R12 E2 XIM08 〇3,5-F2, 4-OMe — XIM09 0 4-F, 2-C1, 5*Me — XII-110 0 A 7-C1 XIM11 0 6-Me XII· 112 0 — 7-Me XII-113 0 —8—Me XII· 114 0 3-Me 8-Me XII-115 0 3-CF3 8-Me XII-116 0 4~OMe 8- Me XII-117 0 3-F, 4-Me 8 &quot;Me XII-118 0 3-F, 4-〇Me 8-Me XII-119 0 — 8-〇Me XII-120 0 3-CF3 8-〇 Me XII-121 0 3-F, 4-Me 8-C1 XII-122 0 3-F, 4-Me 6-F XII-123 0 3-F, 4-Me 6-C1 XII-124 0 3_F, 4_Me 7-Me XII-X25 0 3-F, 4-Me 6-Me XII-126 0 8-C1 XII-127 0 3-F, 4-Me 6-OMe XII· 128 0 3-OEt A XIM29 0 4 -OEt-XII-130 0 4-〇Me 8-C1 ΧΠ-131 0 —- 6-SMe XII-132 0 3,4-(0CH2CH20&gt;- 6-〇Me XII-133 0 3-F, 4-OEt — XIM34 0 3,4-(0CH20)· 8-C1 173 320292 200920255 [Table 103] IX ^ ί&gt;2 6 Compound number X1 R1 R2 XIII-1 0 Me — ΧΠΙ-2 0 Et — ΧΙΙΙ-3 0 n-Pr — ΧΙΙΙ-4 0 i-Pr — ΧΙΙΙ-5 0 c-Pr — ΧΙΙΙ-6 0 n-Bu — ΧΕΙΙ-7 0 t-Bu — ΧΙΙΙ-8 0 c-Pen — ΧΙΙΙ-9 0 n-Hex — XIII-10 0 ch2ch=ch2 — XIII-11 0 ch2c=ch — XIII-12 0 CH2CF3 — XIII-13 ο CH2OMe-XIII-14 .0 CH^OEt — . XIII-15 0 CH2OPh — XIII-16 0 CH2OCH2CH2OMe — XIII-17 0 CH2OCH2CF8 — XIII-18 0 ch2och2-^ — XIII-19 0 CH2OCH2CH2SQ2Me — ; ΧΙΙΙ-20 0 ch2och2ch2cn一ΧΠΙ-21 0 CH2OC(=0)t-Bu 一ΧΠΙ-22 0 CH2SMe — -ΧΠΙ-23 0 CH2SEt — ΧΙΙΙ-24 0 CH2S02Me — ΧΙΙΙ-25 0 CH^SOsEt — ΧΙΙΙ-26 0 CH2CH2OMe — ΧΙΙΙ-27 0 CH(Me)CH2OMe — ΧΙΠ-28 0 CH2CH2SMe ΧΙΙΙ-29 0 CH2CH2S02Me — ΧΙΙΙ-30 0 CH2CH2CH2〇Me — 174 320292 200920255 [Table 104] Compound No. X1 R1 R2 XIII-31 0 CH2C(=0)Me — XIII-32 0 CH2C(=0)0-t-Bu — ΧΠΙ-33 0 CH2C(=0)NMe2 -XIII-34 0 CH2C(=0) - Ν〇0 — XIII-35 0 ch2cn XI II-36 0 ch2ch2cn — XIII-37 0 Bn-XIII-38 0 (2-Cl)Bn XIII-39 0 (3-Cl)Bn — ΧΠΙ-40 0 (4-CDBn — XIII-41 0 (2-0Me ) Bn — ΧΠΙ-42 0 (3-〇Me) Bn - XIII-43 0 (4-〇Me) Bn - XIII-44 0 (2,6-(OMe)2)Bn — XIII-45 0 -a _ ΧΙΠ-46 0 ^Os-XIII-47 0 vso2 — XIII-48 0 VII S — XIII-49 0 &quot;Φ&gt; — XIII-50 0 175 320292 200920255 [Table 105] Compound No. X1 R1 R2 XIII-51 0 —- XHI-52 0 ν.ν Me — XIII-53 0 JLtXw Λ] One XIII-54 0 N*vMe — XIII-55 0 — XIII-56 0 — XIII-57 0 lYJ.^ o — XIII-58 0 -Qso2-XIII-59 0 N-^ XIII-60 0 — Me 176 320292 200920255 [Table 106] Compound No. X1 R1 R2 XIII-61 0 N-^ — XIII-62 0 一ΧΠΙ-63 0族一XIII-64 0 — XIII-65 0 —OMe Me —XIII-66 0 XIII-67 0 ^-N A XIII-68 0 —\ y~OMe A XIII-69 0 N=\ OMe XIII-70 0 N=( Ν-Λ OMe 177 320292 200920255 [Table 107] Compound No. X1 R1 R2 XIII-71 0 /=N — XIII-72 0 XIII-73 0 — XIII-74 0 — ΧΠΙ-75 0 A XIII-76 0 — XIII-77 0 *—* XIII-78 0 — XIII-79 0 NHMe A XIII-80 0 Me 6-F XIII-81 0 Me 7-F XIII-82 0 Me 5-C1 XIII- 83 0 Me 6-C1 XIII-84 0 Me 7-C1 ΧΠΙ-85 0 Me 8Ό1 178 320292 200920255 [Table (10)] Compound No. X1 R1 R2 ΧΠΙ-86 0 CH2CH2OMe 8-C1 XIII-87 0 Me 7-〇Me ΧΠΙ -88 0 Me 5-SMe XIII-89 0 Me 7-SMe XIII-90 〇Me 5*S02Me XIII-91 0 Me 7-S02Me XIII-92 0 Me 6-N02 XIII-93 0 Me 7-N〇2 XIII -94 S Me ΧΠΙ-95 0 ΧΠΙ-96 0 一XIII-97 0 — XIII-98 0 ^ Me ΧΠΙ-99 0 Me XIII· 100 0 NvCFs — 179 320292 200920255 [Table 109]

180 320292 200920255 【表110】180 320292 200920255 [Table 110]

化合物編號 X1 R1 R2 xm-iii 0 —4^-OiMe 5-F ΧΠΙ-112 0 Bn 6-F XIIM13 0 ^Me 6-F ΧΠΜ14 0 Me 5-CH2OMe ΧΠΙ-115 0 -TVcivfe 5,7-F2 ΧΠΙΊ16 0 7-C1 ΧΠΜ17 0 Et 5-C1 ΧΠΜ18 0 n-Bu 5-C1 xm-ιΐθ 0 7-Me xra-120 0 ~Q Me 6-CFs xm-121 0 — xm-122 0 5_C1 ΧΠΜ23 0 m 6-F ΧΠΙ-124 0 — ΧΙΠ-125 0 5-F Xin-126 0 —^^-Me 6-CI xm-127 0 5'Me xm-128 0 —^~V&quot;OMe 5*Me *WMe Xm-129 0 V-N -\J-CFS 181 320292 200920255 【表111】 ncVy^12 6 化合物編號 X1 R12 R2 XIV-1 0 — — XIV-2 0 2-r 一 XIV-3 0 3-F 一 XIV-4 0 4-F — XIV-5 0 2-C1 — xrv-6 0 3-C1 一 XIV-7 0 4-C1 一 XIV-8 0 3-Me 一 XIV-9 0 4*Me XIV-10 0 3-Et 一 XIV-11 0 4-Et — XIV· 12 0 3-i-Pr — XIV-13 0 4-c-Pr — XIV-14 0 3-CFs — XIV-15 0 4-CF3 一 XIV-16 0 4-OH — XIV-17 0 2_OMe — XIV-18 0 3OMe — XIV-19 0 4-〇Me — XTV-20 0 3-OEt — XIV-21 0 4-OEt 一 XIV-22 0 3-〇-n*Pr — XIV-23 0 3-O-i-Pr — XIV-24 0 4-〇-i-Pr 一 XIV-25 0 4-〇CH2CH=CH2 — XtV-26 0 4-〇CH2C-CH — 182 320292 200920255 【表112】Compound number X1 R1 R2 xm-iii 0 —4^-OiMe 5-F ΧΠΙ-112 0 Bn 6-F XIIM13 0 ^Me 6-F ΧΠΜ14 0 Me 5-CH2OMe ΧΠΙ-115 0 -TVcivfe 5,7-F2 ΧΠΙΊ16 0 7-C1 ΧΠΜ17 0 Et 5-C1 ΧΠΜ18 0 n-Bu 5-C1 xm-ιΐθ 0 7-Me xra-120 0 ~Q Me 6-CFs xm-121 0 — xm-122 0 5_C1 ΧΠΜ23 0 m 6- F ΧΠΙ-124 0 — ΧΙΠ-125 0 5-F Xin-126 0 —^^-Me 6-CI xm-127 0 5'Me xm-128 0 —^~V&quot;OMe 5*Me *WMe Xm-129 0 VN -\J-CFS 181 320292 200920255 [Table 111] ncVy^12 6 Compound No. X1 R12 R2 XIV-1 0 — — XIV-2 0 2-r One XIV-3 0 3-F One XIV-4 0 4 -F — XIV-5 0 2-C1 — xrv-6 0 3-C1 One XIV-7 0 4-C1 One XIV-8 0 3-Me One XIV-9 0 4*Me XIV-10 0 3-Et One XIV-11 0 4-Et — XIV· 12 0 3-i-Pr — XIV-13 0 4-c-Pr — XIV-14 0 3-CFs — XIV-15 0 4-CF3 One XIV-16 0 4- OH — XIV-17 0 2_OMe — XIV-18 0 3OMe — XIV-19 0 4-〇Me — XTV-20 0 3-OEt — XIV-21 0 4-OEt A XIV-22 0 3-〇-n*Pr — XIV-23 0 3-Oi-Pr — XIV-24 0 4-〇-i-Pr A XIV-25 0 4-〇CH2CH=C H2 — XtV-26 0 4-〇CH2C-CH — 182 320292 200920255 [Table 112]

化合物編號 X1 R12 R2 XTV-27 0 3-〇CHF2 — XIV-28 0 4-〇CHF2 — XIV-29 0 3-OCF3 一 XIV-30 0 4-〇CH2-&lt;p —— XIV-31 0 3-SMe — XIY-32 0 4-SMe — XIV-33 0 3-S02Me — XIV-34 0 4-S02Me — XIV-35 0 2-N02 — XIV-36 0 3-N02 — XIV-37 0 4-N02 — XIV-38 0 3-CN — XTV-39 0 4-CN — XTV-40 0 4-C(=0)Me — XIV-41 0 4-C(=0)0Me 一 XTV-42 0 4-CH2OMe 一 ' XIV-43 0 3-OMe, 4-C1 — XIV-44 0 3-〇Me, 4-Me — XIV-45 0 3,4-(OMe)2 — XIV-46 0 3,5_(OMe)2 _ XIV-47 〇 2-F, 4-〇Me — XIV-48 0 2-C1, 4-OMe — XIV-49 〇 2,4-(OMe)2 — XIV-50 0 3_F, 4~OMe 一. XTV-51 0 3-Cl, 4-〇Me 一 XIV-52 0 3-Me, 4-〇Me — XIV-53 0 3,4,5-(OMe)s 一 XIV.54 0 4_OMe 5&gt;F XIV-55 0 4-〇Me 6-F XIV-56 0 4_OMe 7_F 183 320292 200920255 【表113】 化合物編號 X1 R12 R2 XIV-57 0 4-〇Me 8-F XIV-58 0 — 5-C1 XEV-59 0 — 8-C1 XIV-60 0 4-〇Me 5-C1 XIV-61 0 4-〇Me 6-C1 XIV-62 0 4,OMe 7-C1 XIV-63 0 4-OMe 8-C1 XIV-64 0 4-〇CH2CN — XIV-65 0 4-〇CH2*c-Pr — XIV-66 0 4-〇CH2CF3 — XIV-67 0 4_NMe2 — XIV-68 0 3,4*Me2 — XIV-69 0 2-F, 4-Me XIV-70 0 3-F, 4-Me — XIV-71 0 3-Me, 4*F — XIV-72 0 2-Cl, 4-Me _ XIV-73 0 3-C1, 4-Me — XIV-74 0 3-OEt, 4-〇Me 1— XIV-75 0 2,3,4-(OMe)3 一 XIV-76 0 2,5~FZ, 4OMe XIV-77 0 3,5-F2, 4-OMe 一 XIV-78 0 3,5-Cl2, 4-〇Me 一 XIV-79 0 3,4-(CH2CH2CH2)- — JIV'SO 0 3,4-(CH2CH2CH2CH2)- — XIV-81 0 3,4-(CH2OCH2&gt;- — XIV-82 0 3,4-(0CH20&gt;- 7-F XIV-83 0 2,3-(〇CH2CH20&gt;- — XIV-84 0 3,4*(0CH2CH(Me)0)- — XIV-85 0 3,4-(0CH2CH2CH20&gt; — 184 320292 200920255 【表114】 化合物編號 X1 R12 E2 XIV-86 0 5-F XTV-87 0 3,4,5-(〇Me)s 5-F XIV-88 0 3,5-F2, 4-OMe 5-F XIV-89 0 3,4-(0CH2CH20)- 5-F XIV-90 0 — 6-F XIV-91 0 3}4,5-(OMe)3 6-F XIV-92 0 3,4-(〇CH20)- 6-F XIV-93 0 3,4-(0CH2CH20)- 6-F XIV-94 0 — 7-F XIV-95 0 3,4-(OCH2CH20)- 7-F XIV-96 0 — 8-F XIV-97 0 — 5-Me XIV-98 0 4-〇Me 5-Me XIV-99 0 4-〇Me 6-Me XIV-100 0 4OMe 7-Me XIV-101 0 3,5-F2, 4-OMe 7-Me XIV· 102 0 一 6-CFs XIV· 103 0 一 6-OMe XIV-104 0 4-〇Me 6-OMe XEV-105 0 — 7-OMe XIV-106 0 4OMe 7OMe XIV-107 0 2,5-F2, 4-OMe 7-〇Me XIV-108 0 3,5*F2, 4&quot;OMe 7-OMe XIV-109 0 — 8-OMe -110 0 4*OMe 8-OMe XIV-111 0 4-〇Me 5,6-F2 XTV-112 0 4-〇Me 5,7-F2 XIV-113 0 一 6,7-F2 185 320292 200920255 【表115】 化合物編號 X1 R12 K2 XIV-114 0 — 6,8-F2 XIV-115 0 4*OMe 5,7-Cl2 XIY-116 0 4OMe 6-F, 7-OMe XIV-117 0 3-F, 4-〇Me 5-C1 XIV-118 0 4OMe 5,6,8-F3, 7-OMe XIV-119 0 7-CF8 XIV-120 0 4-F 7-OMe XIV-121 0 4-〇CHF2 7-OMe XIV· 122 0 4-Me 7-OMe XIV-123 0 4-〇Me 5*Br XIV-124 0 4-F 5-F XIV-125 0 3-F. 4-OEt — 186 320292 200920255 【表116】 ncVn/E1 7 化合物編號 X1 R1 R2 XV-1 0 Me — XV-2 0 Et _ XV-3 0 n-Pr — XV-4 0 i-Pr 一 XV-5 0 n-Bu 一 XV-6 0 s-Bu — XV-7 0 CH2CH=CH2 — XV-8 0 ch2c=ch 一 XV-9 0 ch2cf3 一 xv-io 0 ch2ch2f 一 XV-11 . 0 ch2och2cf3 一 XV-12 0 CH2SMe — XV-13 0 CH2CH2OMe — XV-14 0 CH(Me)CH2OMe — XV-15 0 CH2C(=0)0Et — XV-16 0 CH2C(=0)Ot-Bu — XV*17 0 Bn — XV-18 0 (2-F)Bn XV*19 0 (2-Cl)Bn — xy-2〇 0 (2-CFg)Bn — . XV-21 0 (3-CF3)Bn 一 XV-22 0 (2-0Me)Bn — XV-23 0 CH(Me)Ph — XV-24 0 ~€s — 187 320292 200920255 【表117】Compound No. X1 R12 R2 XTV-27 0 3-〇CHF2 — XIV-28 0 4-〇CHF2 — XIV-29 0 3-OCF3 One XIV-30 0 4-〇CH2-&lt;p —— XIV-31 0 3 -SMe — XIY-32 0 4-SMe — XIV-33 0 3-S02Me — XIV-34 0 4-S02Me — XIV-35 0 2-N02 — XIV-36 0 3-N02 — XIV-37 0 4-N02 — XIV-38 0 3-CN — XTV-39 0 4-CN — XTV-40 0 4-C(=0)Me — XIV-41 0 4-C(=0)0Me A XTV-42 0 4-CH2OMe A 'XIV-43 0 3-OMe, 4-C1 — XIV-44 0 3-〇Me, 4-Me — XIV-45 0 3,4-(OMe)2 — XIV-46 0 3,5_(OMe) 2 _ XIV-47 〇2-F, 4-〇Me — XIV-48 0 2-C1, 4-OMe — XIV-49 〇2,4-(OMe)2 — XIV-50 0 3_F, 4~OMe XTV-51 0 3-Cl, 4-〇Me-XIV-52 0 3-Me, 4-〇Me — XIV-53 0 3,4,5-(OMe)s A XIV.54 0 4_OMe 5&gt;F XIV-55 0 4-〇Me 6-F XIV-56 0 4_OMe 7_F 183 320292 200920255 [Table 113] Compound No. X1 R12 R2 XIV-57 0 4-〇Me 8-F XIV-58 0 — 5-C1 XEV- 59 0 — 8-C1 XIV-60 0 4-〇Me 5-C1 XIV-61 0 4-〇Me 6-C1 XIV-62 0 4,OMe 7-C1 XIV-63 0 4-OMe 8-C1 XIV- 64 0 4-〇CH2CN — XIV-65 0 4-〇CH2*c-Pr XIV-66 0 4-〇CH2CF3 — XIV-67 0 4_NMe2 — XIV-68 0 3,4*Me2 — XIV-69 0 2-F, 4-Me XIV-70 0 3-F, 4-Me — XIV- 71 0 3-Me, 4*F — XIV-72 0 2-Cl, 4-Me _ XIV-73 0 3-C1, 4-Me — XIV-74 0 3-OEt, 4-〇Me 1— XIV- 75 0 2,3,4-(OMe)3 AXIV-76 0 2,5~FZ, 4OMe XIV-77 0 3,5-F2, 4-OMe A XIV-78 0 3,5-Cl2, 4- 〇Me 一XIV-79 0 3,4-(CH2CH2CH2)- — JIV'SO 0 3,4-(CH2CH2CH2CH2)- — XIV-81 0 3,4-(CH2OCH2&gt;- — XIV-82 0 3,4- (0CH20&gt;- 7-F XIV-83 0 2,3-(〇CH2CH20&gt;- — XIV-84 0 3,4*(0CH2CH(Me)0)- — XIV-85 0 3,4-(0CH2CH2CH20&gt; 184 320292 200920255 [Table 114] Compound No. X1 R12 E2 XIV-86 0 5-F XTV-87 0 3,4,5-(〇Me)s 5-F XIV-88 0 3,5-F2, 4-OMe 5-F XIV-89 0 3,4-(0CH2CH20)- 5-F XIV-90 0 — 6-F XIV-91 0 3}4,5-(OMe)3 6-F XIV-92 0 3,4 -(〇CH20)- 6-F XIV-93 0 3,4-(0CH2CH20)- 6-F XIV-94 0 — 7-F XIV-95 0 3,4-(OCH2CH20)- 7-F XIV-96 0 — 8-F XIV-97 0 — 5-Me XIV-98 0 4-〇Me 5-Me XIV-99 0 4-〇Me 6-Me XIV-100 0 4OMe 7-Me XIV-101 0 3,5 -F2, 4-OMe 7-Me XIV· 102 0 a 6-CFs XIV· 103 0 a 6-OMe XIV-104 0 4-〇Me 6-OMe XEV-105 0 — 7-OMe XIV-106 0 4OMe 7OMe XIV-107 0 2, 5-F2, 4-OMe 7-〇Me XIV-108 0 3,5*F2, 4&quot;OMe 7-OMe XIV-109 0 — 8-OMe -110 0 4*OMe 8-OMe XIV-111 0 4- 〇Me 5,6-F2 XTV-112 0 4-〇Me 5,7-F2 XIV-113 0 A 6,7-F2 185 320292 200920255 [Table 115] Compound No. X1 R12 K2 XIV-114 0 — 6,8 -F2 XIV-115 0 4*OMe 5,7-Cl2 XIY-116 0 4OMe 6-F, 7-OMe XIV-117 0 3-F, 4-〇Me 5-C1 XIV-118 0 4OMe 5,6, 8-F3, 7-OMe XIV-119 0 7-CF8 XIV-120 0 4-F 7-OMe XIV-121 0 4-〇CHF2 7-OMe XIV· 122 0 4-Me 7-OMe XIV-123 0 4 -〇Me 5*Br XIV-124 0 4-F 5-F XIV-125 0 3-F. 4-OEt — 186 320292 200920255 [Table 116] ncVn/E1 7 Compound number X1 R1 R2 XV-1 0 Me — XV-2 0 Et _ XV-3 0 n-Pr — XV-4 0 i-Pr — XV-5 0 n-Bu — XV-6 0 s-Bu — XV-7 0 CH2CH=CH2 — XV-8 0 Ch2c=ch a XV-9 0 ch2cf3 a xv-io 0 ch2ch2f an XV-11 . 0 ch2och2cf3 an XV-12 0 CH2SMe — XV-13 0 CH2CH2OMe — XV-14 0 CH(Me)CH2OMe — XV-15 0 CH2C(=0)0Et — XV-16 0 CH2C(=0)Ot-Bu — XV*17 0 Bn — XV-18 0 (2-F)Bn XV*19 0 (2-Cl)Bn — xy-2〇0 (2-CFg)Bn — . XV-21 0 (3-CF3)Bn —XV-22 0 (2-0Me)Bn — XV-23 0 CH(Me)Ph — XV-24 0 ~€s — 187 320292 200920255 [Table 117]

188 320292 200920255 【表118】 化合物編號 X1 E1 R2 XV-36 0 Me 6OMe XV-37 0 ch2ch2ch=ch2 一 XV-38 0 CH2CH2CH=C(Me)2 — XV-39 0 CH2CH2C=CH — XV-40 0 CH2CH2C(Me)=CF2 — XV-41 0 CH(Me)C(=0)0t-Bu — XV-42 0 (2-〇CHF2)Bn — XV-43 0 CH2CH2Ph — XV-44 0 — XV-45 0 嘴3 一 F3c XV-46 0 Me XV-47 0 Me 一 XV-48 0 ch2-(QV-ci — XV-49 0 一 V«Q XV-50 0 /^Me ch2ch2K T — XV-51 0 CH2CH2-^TMe — XV-52 0 Bn 8-Me XY-53 0 Bn 7-Me XV-54 0 Bn 6'Me XV-55 0 Bn 6-OMe 189 320292 200920255 【表119】188 320292 200920255 [Table 118] Compound No. X1 E1 R2 XV-36 0 Me 6OMe XV-37 0 ch2ch2ch=ch2 A XV-38 0 CH2CH2CH=C(Me)2 — XV-39 0 CH2CH2C=CH — XV-40 0 CH2CH2C(Me)=CF2 — XV-41 0 CH(Me)C(=0)0t-Bu — XV-42 0 (2-〇CHF2)Bn — XV-43 0 CH2CH2Ph — XV-44 0 — XV-45 0 Mouth 3 - F3c XV-46 0 Me XV-47 0 Me - XV-48 0 ch2-(QV-ci - XV-49 0 A V«Q XV-50 0 /^Me ch2ch2K T — XV-51 0 CH2CH2 -^TMe — XV-52 0 Bn 8-Me XY-53 0 Bn 7-Me XV-54 0 Bn 6'Me XV-55 0 Bn 6-OMe 189 320292 200920255 [Table 119]

NcV1^12 7 化合物編號 X1 R12 R2 XVII 0 — — XVI-2 0 2-F 一 XV1-3 0 3-F — XVI-4 0 4-F - XVI-5 0 2-G1 一 XVI-6 0 3-C1 一 XVI-7 0 4-C1 XVI-8 0 3-Br — XVI-9 0 4-Br — XVI-10 0 2-Me 一 XVI-11 0 3-Me 一 XVI-12 0 4&quot;Me 一 XVI-13 0 3'Et 一 XVI-14 0 4-Et — XVI· 15 0 4-i-Pr —— XVI-16 0 4-c-Pr 一 XVI17 0 2-CF3 — XVI-18 0 3-CFs 一 XVI· 19 0 4-CF3 — XVI-20 0 2-OMe — XVI-21 0 3-OMe 一 XVI-22 0 4_OMe — XVI-23 0 2-〇CHF2 — XVI-24 0 3-〇CHF2 一 XVI-25 0 4-〇CHF2 — 190 320292 200920255 【表120】 化合物編號 X1 R12 E2 XVI-26 0 2-〇CF3 一 XVI-27 0 3-0CFs — XVI-28 0 4-OCF3 一 XVI-29 0 4-SCFs 一 XVI-30 0 3-CN — XVI-31 0 2,3-F2 —- XVI-32 0 2,4-F2 一 XVI-33 0 2,5-F2 — XVI-34 0 2,6-F2 — XVI-35 0 3,4*F2 — XVI-36 0 3,5-F2 — XVI-37 0 2,3&quot;Cl2 — XVI-38 0 2,4-Cl2 *—^ XVI-39 0 2,5-Cl2 —- XVI-40 0 2,6-Cl2 一 XVT41 0 3,4*Cl2 — XVI-42 0 3,5-Cl2 — XVI-43 0 2,3-(OMe)2 一 XVI-44 0 3-OMe, 4-F — XVI-45 0 3~OMe, 4-Me 一 XVI-46 0 3,4_(OMe)2 — XVI-47 0 3-OMe, 5-F 一 XVI-48 0 3,5-(OMe)2 一 XVI-49 0 2-F, 4-〇Me 一 XVI-50 0 2,4-(OMe)2 — XVI-51 0 3*F, 4-〇Me — XVI-52 0 3-C1, 4-OMe — XVI-53 0 3-Me, 4-〇Me — XVI-54 0 2,5-(OMe)2 一 XVI-55 0 3,4,5-(OMe)3 — 191 320292 200920255 【表121】 化合物編號 X1 R12 E2 XVI-56 0 — 6-F XVI-57 0 4-OMe 6-F XVI-58 0 — 6»C1 XVI-59 0 4-OMe 6-C1 XVI-60 0 4OMe 6-〇Me XVI-61 0 2-F,5-CFs — XVI-62 0 3-CFs,4-F 一 XVI-63 0 2-F,3-CFa 一 XVI-64 0 3-F,5-CFg XVI-65 0 2,5-(Me)2 _ XVI-66 0 3,4-(Me)2 一 XVI-67 0 3,5-(Me)2 — XV1-68 0 3,5-(CF3)2 一 XVI-69 0 2,6-(OMe)2 一 XVI-70 0 2-F, 3-C1 XVI-71 0 2&gt;F, 4-C1 — XVI-72 0 2-F, 5-C1 一 XVI-73 0 3-F, 4-C1 — XVI-74 0 4-F, 2-C1 — XVI-75 0 4-F, 3-C1 一 XVI-76 0 2-F, 3-Me 一 XVI-77 0 2-F, 4-Me — XVI-78 0 2-F, 5*Me — XVI-79 0 3-F, 2-Me — XVI-80 0 3-F, 4-Me 一 192 320292 200920255 【表122】 化合物編號 X1 R12 R2 XVI-81 0 3-F, 5-Me 一 XVI-82 0 4'F, 2_Me — XVI-83 0 4-F, 3*Me 一 XVI-84 0 5-F, 2-Me _ XVI-85 0 2-F, 4-CFg 一 XVI-86 0 3-F, 4-CF3 一 XVI-87 0 4-F, 2-CF3 — XVI-88 0 3-F, 2-〇Me — XVI-89 0 4-F, 2-OMe 一 XVI-90 0 5-F, 2-OMe 一 XVI-91 0 2-F, 4-〇CHF2 一 XVI-92 0 3-F, 4-〇CHF2 — XVI-93 0 4-F, 2-〇CHF2 一 XVI-94 0 4-F, 3-CN — XVI-95 0 2-C1, 4-Me 一 XVI-96 0 3-C1, 4-Me — XVI-97 0 3-C1, 4-〇CHF2 一 XVI-98 0 4-Me, 3-CFs 一 XVI-99 0 4-Me, 2-OMe 一 XVI-100 0 3-Me, 4-CN — XVI-101 0 4-Me, 3-CN _ XVI-102 0 2,3,4’F3 一 XVT-103 0 2,3,5-Fs — XVI-104 0 2,4,5-F3 XVI-105 0 B,4,5-F3 — XVI-106 0 2,3&quot;F2j 4'Me 一 XVI-107 0 2,6-F2, 4-OMe — 193 320292 200920255 【表123】 化合物編號 X1 R12 R2 XVI-108 0 3,5-F2, 4ΌΜθ — XVI-109 0 4-F, 2-C1, 5-Me — XVI*110 0 — 7-C1 XVI-111 0 一 6-Me XVI-112 0 — 7-Me XVI-113 0 一 8-Me XVI-114 0 3-Me 8-Me XVI-115 0 3-CFg 8_Me XVI-116 0 4-〇Me 8-Me XVI-117 0 3-F, 4&quot;Me 8-Me XVI-118 0 3-F, 4-〇Me 8-Me XVI-119 0 一 8-OMe XVI-120 0 3-CF3 8-OMe XVI-121 0 3-F, 4-Me 8-C1 XVI-122 0 3-F, 4-Me 6-F XVI-123 0 3'F, 4'Me 6-C1 XVI-124 0 3-F, 4-Me 7-Me XVI-125 0 3-F, 4-Me 6-Me XVI-126 0 — 8-C1 XVI-127 0 3-F, 4-Me 6-〇Me XVI-128 0 3-OEt — XVI-129 0 4-OEt _ XVI-130 0 4OMe 8-C1 XVI-131 0 — 6~SMe XVI-132 0 3,4-(0CH2CH20&gt;- 6_OMe XVI-133 0 S-F, 4-OEt 一 XVI-134 0 394-(0CH20&gt;- 8-C1 194 320292 200920255 式[i]所示本發明化合物的代表性製造方法，係如 例示’惟並不僅侷限於該等方法。 &lt;製造方法1 &gt; 依下述通式[la]所示的本發明化合物，係、可利用由下 述所例示反應式構成的方法而製造。NcV1^12 7 Compound No. X1 R12 R2 XVII 0 — — XVI-2 0 2-F One XV1-3 0 3-F — XVI-4 0 4-F - XVI-5 0 2-G1 One XVI-6 0 3 -C1 -XVI-7 0 4-C1 XVI-8 0 3-Br — XVI-9 0 4-Br — XVI-10 0 2-Me One XVI-11 0 3-Me One XVI-12 0 4&quot;Me One XVI-13 0 3'Et-XVI-14 0 4-Et — XVI· 15 0 4-i-Pr —— XVI-16 0 4-c-Pr-XVI17 0 2-CF3 — XVI-18 0 3-CFs One XVI· 19 0 4-CF3 — XVI-20 0 2-OMe — XVI-21 0 3-OMe One XVI-22 0 4_OMe — XVI-23 0 2-〇CHF2 — XVI-24 0 3-〇CHF2 One XVI -25 0 4-〇CHF2 — 190 320292 200920255 [Table 120] Compound No. X1 R12 E2 XVI-26 0 2-〇CF3 One XVI-27 0 3-0CFs — XVI-28 0 4-OCF3 One XVI-29 0 4 -SCFs - XVI-30 0 3-CN - XVI-31 0 2,3-F2 -- XVI-32 0 2,4-F2 -XVI-33 0 2,5-F2 — XVI-34 0 2,6- F2 — XVI-35 0 3,4*F2 — XVI-36 0 3,5-F2 — XVI-37 0 2,3&quot;Cl2 — XVI-38 0 2,4-Cl2 *—^ XVI-39 0 2, 5-Cl2 —- XVI-40 0 2,6-Cl2 —XVT41 0 3,4*Cl2 — XVI-42 0 3,5-Cl2 — XVI-43 0 2,3-(OMe)2 One XVI-44 0 3-OMe , 4-F — XVI-45 0 3~OMe, 4-Me-XVI-46 0 3,4_(OMe)2 — XVI-47 0 3-OMe, 5-F-XVI-48 0 3,5-( OMe)2 One XVI-49 0 2-F, 4-〇Me One XVI-50 0 2,4-(OMe)2 — XVI-51 0 3*F, 4-〇Me — XVI-52 0 3-C1 , 4-OMe — XVI-53 0 3-Me, 4-〇Me — XVI-54 0 2,5-(OMe)2 One XVI-55 0 3,4,5-(OMe)3 — 191 320292 200920255 [ Table 121] Compound No. X1 R12 E2 XVI-56 0 — 6-F XVI-57 0 4-OMe 6-F XVI-58 0 — 6»C1 XVI-59 0 4-OMe 6-C1 XVI-60 0 4OMe 6 -〇Me XVI-61 0 2-F,5-CFs — XVI-62 0 3-CFs,4-F-XVI-63 0 2-F,3-CFa-XVI-64 0 3-F,5-CFg XVI-65 0 2,5-(Me)2 _ XVI-66 0 3,4-(Me)2 One XVI-67 0 3,5-(Me)2 — XV1-68 0 3,5-(CF3) 2 One XVI-69 0 2,6-(OMe)2 One XVI-70 0 2-F, 3-C1 XVI-71 0 2&gt;F, 4-C1 — XVI-72 0 2-F, 5-C1 XVI-73 0 3-F, 4-C1 — XVI-74 0 4-F, 2-C1 — XVI-75 0 4-F, 3-C1-XVI-76 0 2-F, 3-Me-XVI- 77 0 2-F, 4-Me — XVI-78 0 2-F, 5*Me — XVI-79 0 3-F, 2-Me — XVI-80 0 3-F, 4-Me 192 320292 200920255 [ Table 122] Compound No. X1 R12 R2 XV I-81 0 3-F, 5-Me-XVI-82 0 4'F, 2_Me — XVI-83 0 4-F, 3*Me-XVI-84 0 5-F, 2-Me _ XVI-85 0 2-F, 4-CFg-XVI-86 0 3-F, 4-CF3-XVI-87 0 4-F, 2-CF3 — XVI-88 0 3-F, 2-〇Me — XVI-89 0 4 -F, 2-OMe-XVI-90 0 5-F, 2-OMe-XVI-91 0 2-F, 4-〇CHF2-XVI-92 0 3-F, 4-〇CHF2 — XVI-93 0 4 -F, 2-〇CHF2-XVI-94 0 4-F, 3-CN — XVI-95 0 2-C1, 4-Me-XVI-96 0 3-C1, 4-Me — XVI-97 0 3- C1, 4-〇CHF2-XVI-98 0 4-Me, 3-CFs-XVI-99 0 4-Me, 2-OMe-XVI-100 0 3-Me, 4-CN — XVI-101 0 4-Me , 3-CN _ XVI-102 0 2,3,4'F3 -XVT-103 0 2,3,5-Fs — XVI-104 0 2,4,5-F3 XVI-105 0 B,4,5- F3 — XVI-106 0 2,3&quot;F2j 4'Me-XVI-107 0 2,6-F2, 4-OMe — 193 320292 200920255 [Table 123] Compound No. X1 R12 R2 XVI-108 0 3,5-F2 , 4ΌΜθ — XVI-109 0 4-F, 2-C1, 5-Me — XVI*110 0 — 7-C1 XVI-111 0 A 6-Me XVI-112 0 — 7-Me XVI-113 0 A 8- Me XVI-114 0 3-Me 8-Me XVI-115 0 3-CFg 8_Me XVI-116 0 4-〇Me 8-Me XVI-117 0 3-F, 4&quot;Me 8-Me XVI-11 8 0 3-F, 4-〇Me 8-Me XVI-119 0 8-OMe XVI-120 0 3-CF3 8-OMe XVI-121 0 3-F, 4-Me 8-C1 XVI-122 0 3 -F, 4-Me 6-F XVI-123 0 3'F, 4'Me 6-C1 XVI-124 0 3-F, 4-Me 7-Me XVI-125 0 3-F, 4-Me 6- Me XVI-126 0 — 8-C1 XVI-127 0 3-F, 4-Me 6-〇Me XVI-128 0 3-OEt — XVI-129 0 4-OEt _ XVI-130 0 4OMe 8-C1 XVI- 131 0 — 6~SMe XVI-132 0 3,4-(0CH2CH20&gt;- 6_OMe XVI-133 0 SF, 4-OEt-XVI-134 0 394-(0CH20&gt;- 8-C1 194 320292 200920255 [i] Representative methods of making the compounds of the present invention are as exemplified and are not limited to such methods. &lt;Production Method 1&gt; The compound of the present invention represented by the following formula [la] can be produced by a method comprising the reaction formula exemplified below.

C 4 b ] .B1C 4 b ] .B1

步驟3 氣基化合物 鹼Step 3 Gas-based compounds Alkali

(式中，R1、R2、Ai、A2、A3、n、） 上述之疋義，Q表不鹵原子、烧基獄乳基、烧氧基幾氧基、 _烷基羰氧基、鹵烷氧基羰氧基、苯曱醯氧基、吼啶基、 咪唑基等脫離基）。 (步驟1) 將通式[2]所示化合物與式[3a]所示化合物’在溶劑 中’於鹼存在下進行反應，可製得通式[4a]及[4b]所示之烯 醇酯化合物。 195 320292 200920255 以下’例如將「通式[2]所示化合物」，簡稱「式⑺」）。 …此處所使用式[3a]的使用量，相對於式[2] i莫耳，可 =5至H)莫耳範圍内適#選擇’以u至η莫耳為較 _本步驟中可使用的鹼’係可舉例如：三乙胺.、吡啶、(wherein, R1, R2, Ai, A2, A3, n,) The above-mentioned meanings, Q represents a halogen atom, an alkyl group, an alkoxy group, an alkylcarbonyloxy group, a halogen An oxycarbonyloxy group, a benzocarbonyl group, an acridinyl group, an imidazolyl group or the like is a cleavage group). (Step 1) The enol of the formula [4a] and [4b] can be obtained by reacting a compound of the formula [2] with a compound of the formula [3a] in a solvent in the presence of a base. Ester compound. 195 320292 200920255 The following is, for example, "the compound of the formula [2]", abbreviated as "formula (7)"). ...the amount of use of the formula [3a] used herein is relative to the formula [2] i mole, which can be =5 to H) within the range of the moirs. #select 'from u to η mol is used _ can be used in this step The base of the base may be, for example, triethylamine, pyridine,

4- 一曱胺基〇比π定、n κγ -审I f W 疋Ν，Ν_一甲基本胺、1，8-二氮雜雙環 山· ·〇]-7-十一稀等有機胺類；碳酸納、碳酸钟、碳酸鎮、 二酸每等金屬兔酸鹽類;碳酸氫納、碳酸氫鉀等金屬碳酸 A1類’酉曰@夂鈉、醋酸鉀、醋酸鈣、醋酸鎂等金屬醋酸鴎 類所代表的_屬鹽類；甲醇納、乙醇鋼、第三丁醇二 甲酵卸:第三丁醇_等金屬烧氧化合物；氫氧㈣、氫氧 化鉀、氫氧化舞、氫氧化鎂等金屬氫氧化⑯；氫化鐘、氣 化鈉、氫化鉀、氫化鈣等金屬氫化物等。 鹼的使用量，相對於式[2] 1莫耳，可從0.5至10莫 耳耗圍内適當選擇，以1.G至1.2莫耳為較佳。 本步驟中可使用的溶劑，只要不阻礙本反應進行便 可’可使用例如：乙腈等腈類；二***、二異丙醚、四氫 吱喃、二辦、甘醇二甲鍵、二甘醇二曱趟等驗類；二氯 乙炫、乳仿、四氯化石炭、四氯乙院等鹵化烴類；苯、氯苯、 确基本、曱苯等芳香族烴類；N，N_二甲基甲驢胺、㈣二 甲基乙醯胺㈣胺類；u_二曱基_2今坐琳酮等咪唾㈣ 類，-曱㈣等硫化合物類等等，亦可使用該等的混合溶 劑。 / 溶劑的使用量’相對於式m，使用〇.〇1至100L，以〇」 320292 196 200920255 至10L為較佳。 反應溫度係只要從·2(Γ(：至所使用之不活性溶劑的濟 點區域範圍内選擇便可，較佳在〇。〇至1〇〇它範圍内實施。 —再者，使用諸如第四級銨鹽等相間轉移觸媒，亦可&quot;進 打反應。當使用相間轉移觸媒時，其使用量，相對於式 1莫耳，為0._!至i.o莫耳，以〇·〇〇1至〇1莫耳為㈣。 反應時間雖依反應溫度、反應基質、反應量等因素而 異’但通常設定為1 〇分鐘至4 8小時。 反應標的物❾式及式[仆]化合物，在反應結束後， 可利用常法從反應系統巾採取，視需要，可藉由諸如管柱 色層分析、再結晶等操作進行精製。 (步驟2) 式[4a]及[4b]係將式[2]與式[3b]在驗存在下/非存在 下，於脫水縮合劑存在下，在溶齡進行反應而製得。 本步驟所使用的式[3b]使用量，相對於式[2]1莫耳， 可從0.5至10莫耳範圍内適當選擇，以1〇至I.〕莫耳 較佳。 … 脫水縮合劑係可使用例如：二環己基碳二亞胺 (DCC)、N-(3-二甲胺基丙基）_N’_乙基碳二亞胺（edc或 WSC)、N,N_幾基二㈣基、氯化m，3_二甲㈣唾鐵、 碘化-2-氯-1-吡啶鏽等。 本步驟中可使用的驗及溶劑，係可例如在步驟】中所 說明的相同物。 本反應之反應所使用鹼的量，相對於式丨莫耳，為 320292 197 200920255 〇至10G莫耳’以（)至1()莫耳為較佳。 :者，溶劑的使用量’相對於式[ 至1〇〇L，以0.1至10L為較佳。 為0·〇】 反應溫度可從鐵至所❹之不料 Μ 域範園内選擇，較佳在 ，J力沸點區 反應時間雖依照反應溫度、 而異，但通常設定為1〇分鐘至^小時。 4因素 (步驟3) 式Ha]係將依上述步驟i或之所 ^ 以及氰基化合物在鹼存在下進行反應―造工。彳…_ 用的鹼係如在步驟1中所說明的驗。 知的使用！’相對於式_及式[印莫耳，可從Η 至10莫耳範圍内適當選擇， 、 . 太牛擇以I·0至L2莫耳為較佳。 ^化ΓΓ 氰基化合物、係可舉例如：氰化卸、 乳麟、氫氰酸、具有氫氰酸的聚合物等。 ㈣ 5物的使用量，相對於式[4aR[4b] !莫耳，可 從0.01至1.0莫耳範圍内適者 . 、 較佳。 旧週田遠擇，以0.05至0.2莫耳為 再者’本步驟中’尚可你田L . 吏用啫如冠醚等相間轉移觸媒。 相間轉移觸媒的使用量，相 斗 ,1Λ替甘 里相對於式[4a]及[4b]，為0.001 至1〇莫耳，以o.omo莫耳為較佳。 二使用的溶劑’係與在步驟1中所說明的溶劑 為：物’其使用量，相對於式叫及卜…莫耳，為〇 〇ι 至100L以〇·1至10L為較佳。 320292 198 200920255 反應溫度可在_2(TC至所使用之不活性溶劑的沸點區 域範圍内選擇，以在〇。〇至1〇〇。〇範圍内實施為較佳。 反應時間雖依反應溫度、反應基質、反應量等因素而 異’但通常設定為1 〇分鐘至48小時。 曰另外，在本步驟中，即使於未將步驟1或步驟2所製 付之式[4a]及[4b]單離下使用，仍可製得式&amp;]。 (步驟4) 式[la]所示之化合物，係藉由將式[2]與式[3c]，在驗 =易斯酸存在下反應而製造。另外，式叫的製造中間 -猎由將式[3a-l]所示之化合物與氰化劑反應而製造。 化物Ϊ化劑係可使用諸如：驗金屬氰化物、鹼土族金屬氰 氰化劑的使用量，相對於化合物[3“] !莫耳 〇.5至10莫耳範圍内適當選擇，以〇9至γι料為較佳 域I&quot; Π = Γ度可在_2〇 C至所使用之不活性溶劑的濟點^ 域-圍内選擇，以在旳至戰範圍内實施為較佳。' 反應時間雖依反應溫度、反應基質、 異，但通常設ΜΠ)分鐘至48小時:反應里相素而 耳=步驟所使用之式[3c]的使用量’相對 莫 可使用的路易斯酸係舉化 當使用跋牛1Μ氣化鋅、氯化！呂等。 !莫耳可斯酸時，路易斯酸的使用量，相對於式 、 1至100莫耳範圍内適當選擇，以〇1 j 320292 199 200920255 1 〇莫耳為較佳。 本步驟可使用的驗係與在 …、 物。 &quot; 中所5兒明的驗為相同 當使用鹼時，鹼的使用量 〇5至1Ω苗相射於式[2] 1莫耳，可從 至1〇吴耳趟圍内適當選擇’以m12莫耳為車^ 本反應可使用的溶劑，係.2莫耳為季乂佳。 為相同物，盆曰, 步驟1中所說明的溶劑 =其使用1，相對於式[2]1莫耳，為。.。…I 以0.1至10L·為較佳。 找^應'度可在·2 G °c至所使用之不活性溶劑的彿點區 域乾圍内選擇，以在旳至峨範圍内實施為較佳。 反應時間雖依反應溫度、反應基質、反應量等因素而 /、’但通常設定為10分鐘至48小時。 〈製造方法2 &gt; 再者’從上述本發明式[1 a]所示化合物，依照以下製 造方法可製得本發明之式[lb]及[lc]所示之化合物。4-anthracene oxime ratio π, n κγ - I f W 疋Ν, Ν_monomethylamine, 1,8-diazabicyclobutene··〇]-7-ephthene and other organic amines Class; sodium carbonate, carbonic acid clock, carbonic acid town, diacid per metal lactate; sodium bicarbonate, potassium bicarbonate and other metal carbonates A1 class '酉曰@夂 sodium, potassium acetate, calcium acetate, magnesium acetate and other metals _ is a salt represented by cerium acetate; sodium methoxide, ethanol steel, third butanol dimethyl alcohol unloading: third butanol _ and other metal alkaloids; hydrogen and oxygen (four), potassium hydroxide, hydrogen hydroxide, hydrogen Metal hydroxide such as magnesium oxide; hydrogenation clock, sodium hydride, potassium hydride, calcium hydride and other metal hydrides. The amount of the base to be used is appropriately selected from 0.5 to 10 moles per mole of the formula [2], and it is preferably from 1.G to 1.2 moles. The solvent which can be used in this step can be used, for example, a nitrile such as acetonitrile; diethyl ether, diisopropyl ether, tetrahydrofuran, bis, glyme, and diethylene as long as the reaction is not inhibited. Alcohol dioxime and other types; halogenated hydrocarbons such as dichloroethane, milk imitation, carbon tetrachloride, tetrachloroethylene, etc.; aromatic hydrocarbons such as benzene, chlorobenzene, basic, and benzene; N, N_ Dimethylmethaneamine, (tetra) dimethylacetamide (IV) amines; u_dimercapto-2, such as sodium sulfonate, etc., sulfur compounds such as bismuth (tetra), etc., may also be used Mixed solvent. The amount of the solvent used is preferably from 〇1 to 100L with respect to the formula m, and is preferably 320292 196 200920255 to 10L. The reaction temperature is preferably selected from the range of ·2 (Γ(: to the range of the inactive solvent used), preferably in the range of 〇.〇 to 1〇〇. The quaternary ammonium salt and other phase transfer catalysts can also be reacted. When using the phase transfer catalyst, the amount of use is 0._! to io Mo, to 〇· 〇〇1 to 〇1 Moel is (4). The reaction time varies depending on the reaction temperature, reaction matrix, reaction amount, etc., but is usually set to 1 〇 minutes to 48 hours. The reaction target is the formula and formula [servant] The compound may be taken from the reaction system towel by a usual method after completion of the reaction, and may be purified by an operation such as column chromatography or recrystallization, if necessary. (Step 2) Formulas [4a] and [4b] The formula [2] and the formula [3b] are obtained by reacting in the presence of a dehydrating condensing agent in the presence of a dehydrating condensing agent at the age of dissolution. The amount of the formula [3b] used in this step is relative to the formula [2] 1 mole, suitably selected from 0.5 to 10 moles, preferably from 1 to I. Moore is preferred. For example: dicyclohexylcarbodiimide (DCC), N-(3-dimethylaminopropyl)_N'-ethylcarbodiimide (edc or WSC), N,N-methyldi(tetra)yl , chlorinated m, 3-dimethyl (tetra) iron, iodinated 2-chloro-1-pyridyl rust, etc. The solvent that can be used in this step can be, for example, the same as described in the step. The amount of the base used in the reaction reaction is preferably 320292 197 200920255 〇 to 10 G mol's by () to 1 () mol, based on the formula 。mol, preferably: the solvent usage is relative to the formula [To 1〇〇L, preferably 0.1 to 10L. It is 0·〇] The reaction temperature can be selected from the iron to the unexpected range. It is preferred that the reaction time of the J-boiling point is in accordance with the reaction temperature. And different, but usually set to 1 〇 minutes to ^ hours. 4 factors (step 3) Formula Ha] will be according to the above step i or ^ and cyano compound in the presence of a base - work... _ The base used is as described in step 1. Known use! 'Compared to the formula _ and the formula [Inmur, can be appropriately selected from Η to 10 摩尔, , . ·0 to L2 Moh Preferably, the cyano compound is, for example, cyanide-removing, lactulating, hydrocyanic acid, a polymer having hydrocyanic acid, etc. (4) The amount of the substance used, relative to the formula [4aR[4b] Moer, can be from 0.01 to 1.0 m within the range of the appropriate., better. Old Zhou Tianyuan choice, with 0.05 to 0.2 m for the 'this step' is still your field L. Cross-phase transfer catalyst such as crown ether. The amount of interphase transfer catalyst used, phase hopper, 1 Λ 甘 里 相对 relative to formula [4a] and [4b], 0.001 to 1 〇 Mo, compared with o. omo Mo good. The solvent used and the solvent described in the step 1 are: the amount of the substance used, which is preferably from 1 to 10 L, relative to the formula and the molar amount of 〇 〇 to 100 L. 320292 198 200920255 The reaction temperature can be selected within the range of _2 (TC to the boiling point of the inactive solvent used, preferably in the range of 〇.〇 to 1〇〇. The reaction time depends on the reaction temperature, The reaction substrate, the amount of reaction, and the like vary, but are usually set to 1 〇 minutes to 48 hours. 曰 In addition, in this step, even if the formulas [4a] and [4b] are not prepared in step 1 or step 2 The compound of the formula [la] can be obtained by reacting the formula [2] with the formula [3c] in the presence of the test acid. In addition, the production intermediate-hunting is produced by reacting a compound represented by the formula [3a-1] with a cyanating agent. The compounding agent can be used, for example, a metal cyanide or an alkaline earth metal cyanide. The amount of cyanating agent used is appropriately selected within the range of 5 to 10 moles of the compound [3"], and the range of 〇9 to γ is preferred. I&quot; Π = Γ can be obtained at _2〇 From the point of C to the inactive solvent used, it is preferred to carry out the selection within the range of 旳 to war. 'The reaction time depends on the reaction temperature. Reaction matrix, different, but usually set to ΜΠ) to 48 hours: reaction of the phase and the ear = the amount of the formula used in the step [3c] 'relatively unusable Lewis acid system when using yak 1 Μ gas Zinc, chlorination, Lu, etc.. When using Mocosic acid, the amount of Lewis acid used is appropriately selected within the range of 1 to 100 mTorr, 〇1 j 320292 199 200920255 1 〇莫耳Good. The test system that can be used in this step is the same as that in the case of [...]. In the case of using alkali, when the alkali is used, the amount of alkali used is 5 to 1 Ω. The seedlings are in the form [2] 1 mole. The solvent can be used from the 1 to the ear of the ear, and the solvent can be used in this reaction. The 2 molar is the best for the season. For the same thing, the pot is described in step 1. Solvent = its use 1, relative to the formula [2] 1 molar, is .... I is preferably 0.1 to 10 L ·. The value of the ^ can be in the range of 2 G °c to the inactive It is preferred to select the solvent in the dry region of the Buddha's point region to be carried out in the range of 旳 to 峨. The reaction time depends on factors such as reaction temperature, reaction matrix, reaction amount, etc. It is usually set to 10 minutes to 48 hours. <Production Method 2 &gt; Further, from the compound of the formula [1 a] of the present invention described above, the formulas [lb] and [lc] of the present invention can be obtained according to the following production method. The compound shown.

200 320292 200920255 (式中，X1、X2、R1、R2、A1、A2、A3及η分別表示如同 上述之定義；R3a表示氯、溴等鹵原子；R3b表示胺基、 烷基硫基、烷基鹵烷基硫基、C2〜C6烯基硫基、 C2〜c6快基硫基、Ci〜C6；J：完基幾氧基、〜c6烯基幾氧基、 c2〜c6炔基羰氧基、苯氧基(該基可經1或2個以上相同或 互異的R14取代）、苯基硫基（該基可經1或2個以上相同 或互異的R14取代）、苯基羰氧基（該基可經1或2個以上 相同或互異的R14取代）、1，2,4-***-1-基、1,2,3-***-1-基、1,2,3-三《坐-2-基、p米峻-1-基、吼峻_1_基、四σ坐_1_基、 或四唾-2-基）。 即，藉由使式[1 a]所示之化合物與函化劑進行反應， 而製造式[lb]所示之化合物，然後使式[ib]所示之化合物與 親核試劑在驗存在下進行反應，可製得式[1 C]所示之化合 物° . , 式[la]至式[lb]的步驟中可使用的鹵化劑，係可舉例 如··亞硫醯氯（thionyl chloride)、亞硫醯漠、***、氧 溴化磷、三溴化苯基三甲基銨、三溴化丙二酸環亞異丙酯 (Meldrum s acid)等。鹵化劑的使用量，相對於式[la]所示 之化合物1莫耳，可從〇.5至1〇莫耳範圍内適當選擇，以 1.0至1.2莫耳為較佳。 可使用的溶劑例如為與在製造方法丨的步驟丨中所說 明的溶劑相同者。 反應溫度可在至所使用之不活性溶劑的彿點區 域範圍内選擇，以在代至⑽。c範圍内實施為較佳。反應 320292 201 200920255 時間雖依反應溫度、反應基質、反應量等因素而異，作、 常設定為10分鐘至4 8小時。 ^ 在式[lb]至式[lc]之步驟中可使用的親核試劑，係可汽 例如：甲醇、乙醇、节醇等醇類；曱基硫醇、乙基硫醇^ 硫醇類；氨、甲胺、乙胺等胺類等。親核試劑的使用量'， 相對於式[la]所示之化合物1莫耳，可從〇.5至a ^吴耳範 圍内適當選擇，以1.0至1.2莫耳為較佳。 可使用的鹼係與在製造方法1的步驟1中所說明之驗 為相同者，可使用的溶劑係與在製造方法1的步驟丨中所 呑兄明洛劑為相同者。 反應溫度可在-2(TC至所使用之不活性溶劑的沸點區 域範圍内選擇，較教佳在〇。(：至10(rc範圍内實施。反應時 間雖依反應溫度、反應基質、反應量等因素而異，但通^ 設定為10分鐘至48小時。 〈製造方法3 &gt; 再者’下示通式[Id]所示之本發明化合物，係藉由下 述例示反應式所構成的方法而製造。200 320292 200920255 (wherein, X1, X2, R1, R2, A1, A2, A3 and η respectively represent the definitions as defined above; R3a represents a halogen atom such as chlorine or bromine; and R3b represents an amine group, an alkylthio group, an alkyl group; Haloalkylthio group, C2~C6 alkenylthio group, C2~c6 fastylthio group, Ci~C6; J: alkoxy group, ~c6 alkenyloxy group, c2~c6 alkynylcarbonyloxy group a phenoxy group (this group may be substituted by 1 or more identical or mutually different R14), a phenylthio group (this group may be substituted by 1 or more identical or mutually different R14), phenylcarbonyloxyl a group (the group may be substituted by 1 or more identical or mutually different R14), 1,2,4-triazol-1-yl, 1,2,3-triazol-1-yl, 1,2, 3-three "sitting-2-yl, p-million-1-yl, 吼 _1 _1 _ base, four sigma sitting _1 _ base, or tetras-2-yl). That is, a compound represented by the formula [1 a] is reacted with a functionalizing agent to produce a compound represented by the formula [lb], and then a compound represented by the formula [ib] and a nucleophilic reagent are present in the presence of the nucleophile. The reaction can be carried out to obtain a compound represented by the formula [1 C], and a halogenating agent which can be used in the step of the formula [la] to the formula [lb], for example, thionyl chloride , sulfiliary desert, phosphorus oxychloride, phosphorus oxybromide, phenyltrimethylammonium tribromide, Meldrum s acid and the like. The amount of the halogenating agent to be used is appropriately selected from the range of 〇.5 to 1 Torr, and is preferably 1.0 to 1.2 moles, relative to the compound 1 mole represented by the formula [la]. The solvent which can be used is, for example, the same as the solvent described in the step 制造 of the production method. The reaction temperature can be selected within the range of the point of the inactive solvent to be used in the substitution to (10). It is preferred to implement in the range of c. Reaction 320292 201 200920255 Although the time varies depending on the reaction temperature, the reaction substrate, the reaction amount, etc., it is usually set to 10 minutes to 48 hours. The nucleophilic reagent which can be used in the step of the formula [lb] to the formula [lc] is an alcohol such as methanol, ethanol or hexanol; mercapto mercaptan, ethyl mercaptan; Amines such as ammonia, methylamine and ethylamine. The amount of the nucleophilic reagent used is appropriately selected from the range of 〇.5 to a ^wuer relative to the compound 1 mole represented by the formula [la], and preferably 1.0 to 1.2 moles. The base which can be used is the same as that described in the first step of the production method 1, and the solvent which can be used is the same as the one shown in the step of the production method 1. The reaction temperature can be selected within the range of -2 (TC to the boiling point range of the inactive solvent used, which is better than 教. (: to 10 (rc range). The reaction time depends on the reaction temperature, reaction matrix, and reaction amount. Depending on the factors, it is set to 10 minutes to 48 hours. <Production Method 3 &gt; Further, the compound of the present invention represented by the formula [Id] is represented by the following exemplified reaction formula. Manufactured by the method.

(式中，χΐ、X2、Rl、R2、A1(where, χΐ, X2, Rl, R2, A1

上述之定義；R3。表示CrC6烷氧基、CrC6烷基磺醯氧基、The above definition; R3. Represents CrC6 alkoxy group, CrC6 alkylsulfonyloxy group,

Ci 烧基|厌氧基、C2〜C6烯基幾氧基、〜c6块基裁氧基、 320292 202 200920255 苯基磺醯氧基（該基可經i或2個以上相同或互異的rM取 代）、或苯基羰氧基（該基可經1或2個以上相同或互里 R14 取代））。 即，使式[la]所示化合物與親電子試劑，在溶劑中， 於鹼存在下/非存在下進行反應，可製得式[ld]所示之化人 物。 σ 可使用的親電子試劑係可舉例如：碘甲烷、苯甲溴等 歯：，；乙醯氯、苯甲醯氯等酸氯化物；甲磺醯氯：對_ 甲苯磺醯氯等磺酸氯化物；硫酸二甲酯、硫酸二乙酯等硫 酸醋等。親電子試劑的使用量，相對於式[u]所示之化合 物1莫耳’可從0.1至10莫耳範圍内適當選擇，以L0二 1.2莫耳為較佳。 可使用的驗係與在製造方法i的步驟1中所說明驗為 相同者，鹼的使用量，相對於式[la]所示之化合物丨莫耳、 可從0至10莫耳範圍内適當選擇，以1.0至1.2莫耳為較， 佳。 中所說明之 可使用的溶劑係與在製造方法1的步驟 溶劑為相同者。 2溫度可在俄至所使用之不活性溶劑的沸點區 ，圍内選擇，以在吖至贿範圍内實施為較佳。反應 =間雖依反應溫度、反應基質、反應量等因素而異，但通 私設定為10分鐘至48小時。 /、 其次，例示本發明化合物的製造中間體之 。 &lt;中間體製造法i &gt; 广 320292 203 200920255Ci aryl | analytic, C 2 ～ C 6 alkenyloxy, ~ c 6 aryl, 320292 202 200920255 phenyl sulfonyloxy (this group can be i or more than 2 identical or different rM Substituted), or phenylcarbonyloxy (the group may be substituted by 1 or more identical or mutually substituted R14)). Namely, the compound represented by the formula [la] can be reacted with an electrophile in a solvent in the presence/absence of a base to obtain a compound represented by the formula [ld]. The electrophilic reagent which can be used for σ is, for example, methyl iodide, benzyl bromide or the like: an acid chloride such as acetamidine chloride or benzamidine chloride; methanesulfonyl chloride: a sulfonic acid such as p-toluenesulfonium chloride. Chloride; sulphuric acid vinegar such as dimethyl sulfate or diethyl sulfate. The amount of the electrophile to be used may be appropriately selected from the range of 0.1 to 10 mol with respect to the compound 1 mol of the formula [u], and preferably L0 and 1.2 mol. The test system which can be used is the same as that described in the first step of the production method i, and the amount of the base used is appropriately in the range of from 0 to 10 mol with respect to the compound of the formula [la]. The choice is 1.0 to 1.2 m, which is better. The solvent which can be used as described above is the same as the solvent in the step of the production method 1. 2 The temperature can be selected within the boiling point range of the inactive solvent used in Russia, and is preferably carried out within the range of the bribe. The reaction = varies depending on the reaction temperature, the reaction substrate, the amount of the reaction, etc., but is set to be 10 minutes to 48 hours. /, Next, an intermediate for the production of the compound of the present invention is exemplified. &lt;Intermediate Manufacturing Method i &gt; Wide 320292 203 200920255

η 丨肌伏寻鹵原子）。 本發明化合物製造中間體的式卩心丨]，係將式％ 當齒化劑’在溶劑中或無溶劑下進行反應而製造、 醢^驟可使用的南化劑係可舉例如：草醯氯、氯化互 齒化劑的使用量，相對於式[3b]l莫耳，可從 100莫耳範圍内適告 °·01 _通田選擇，以G.1至10莫耳為較佳。 溶劑係可舉例如：二氯甲烧或氯 或四氯W料類；苯^苯等料㈣類。、，一乙 。溶劑的使用量，相對於式[3b] 以0.01至10L為較佳。 主1001 反應溫度可從-1009⑽。Γ铲 至雇。C實施。 内選擇，較佳於c ^應時間雖依反應温度、反應基質、反應 異，但通常設定為10分鐘至24小時。 寺口素 〈中間體製造法2 ：&gt; 320292 204 200920255η 丨 muscle volts to find halogen atoms). The compound of the present invention can be produced by reacting a denture agent in a solvent or without a solvent. The amount of chlorine and chlorinated mutual toothing agent can be selected from the range of 100 moles, and the range of G.1 to 10 moles is better than the formula [3b]l. . The solvent may, for example, be methylene chloride or chlorine or tetrachloro W; or benzene or benzene (4). , one, one. The amount of the solvent to be used is preferably 0.01 to 10 L based on the formula [3b]. The main 1001 reaction temperature can be from -1009 (10). Shovel to hire. C implementation. The internal selection, preferably c^, depends on the reaction temperature, the reaction substrate, and the reaction, but is usually set to 10 minutes to 24 hours. Sikousu <Intermediate Manufacturing Method 2:&gt; 320292 204 200920255

〔3d〕 (式中，R][3d] (where, R]

η w · 〆、 « -4 · — yv y R21表示低碳數烷基、可經取代的苄基或可經取代的苯基） 式[3b]所示之製造中間體，係藉由使式[3引在水或混合 溶劑中’於酸存在下或鹼存在下進行水解而製造。 卜本步驟可使用的鹼係可舉例如：碳酸鉀、氫化鈉或氫 氧化鈉等無機鹼；1,8-二氮雜雙環[5·4〇]_7_十一烯等有機 驗。 鹼的使用量，相對於化合物[3d]丨莫耳，可從〇 〇1至 100莫耳範圍内適當選擇，以〇1至1〇莫耳為較佳。 本步驟中可使用.的酸，可舉例如：鹽酸、氫溴酸、硫 酸等無機酸；醋酸、三氟醋酸等有機酸。 酸的使用量，相對於化合物[3d]丨莫耳，可使用i莫 耳至大幅過剩，以i至100莫耳為較佳。 本步驟中可使用的混合溶劑係有如水與有機溶劑的 合溶劑，有機溶劑係可舉例如：甲醇或乙醇等醇類；四 呋喃等醚類；丙酮或甲基異基丁酮等酮類；N，N_二甲基 醯胺、N，N-二甲基乙醯胺等醯胺類；二甲亞颯或環丁二 硫化合物，乙腈或該等的 &gt;'昆合物。 溶劑的使用量，相對於式[3d]1莫耳，使用〇〇ι至 100L，以0J至〗〇L為較佳。 320292 205 200920255 反應溫度可從-100至200〇C範圍内選擇，以於至 100°c實施為較佳。 反應時間雖依反應溫度、反應基質、反應量等因素而 異’但通常設定為10分鐘至24小時。 &lt;中間體製造法3 &gt;η w · 〆, « -4 · — yv y R21 represents a lower alkyl group, a substituted benzyl group or a substituted phenyl group. The production intermediate represented by the formula [3b] is obtained by [3] It is produced by hydrolyzing in the presence of an acid or in the presence of a base in water or a mixed solvent. The base which can be used in the present step may, for example, be an inorganic base such as potassium carbonate, sodium hydride or sodium hydroxide; or an organic test such as 1,8-diazabicyclo[5·4〇]_7-undecene. The amount of the base to be used is appropriately selected from the range of 〇1 to 100 mol with respect to the compound [3d] 丨mol, and it is preferably 〇1 to 1 〇mol. The acid which can be used in this step may, for example, be an inorganic acid such as hydrochloric acid, hydrobromic acid or sulfuric acid; or an organic acid such as acetic acid or trifluoroacetic acid. The amount of acid used may be from i to a large excess with respect to the compound [3d] oxime, preferably from i to 100 moles. The mixed solvent which can be used in this step is, for example, a combined solvent of water and an organic solvent, and examples of the organic solvent include alcohols such as methanol or ethanol; ethers such as tetrafuran; and ketones such as acetone or methyl isobutyl ketone; N,N-dimethylamine, amide such as N,N-dimethylacetamide; dimethyl hydrazine or cyclobutyl disulfide compound, acetonitrile or the like. The amount of the solvent to be used is preferably from 0 to 100 L with respect to 1 mol of the formula [3d], and preferably from 0 J to 〇 L. 320292 205 200920255 The reaction temperature can be selected from the range of -100 to 200 〇C, preferably at 100 °c. The reaction time varies depending on the reaction temperature, the reaction substrate, the amount of the reaction, etc., but is usually set to 10 minutes to 24 hours. &lt;Intermediate Manufacturing Method 3 &gt;

L-R1 N、/L-R1 N, /

〔'3 e〕 〔5〕 鹼 CR^n ^ i； , 〔3d — 1〕·· (式1p，L表示齒原子、Ci〜C4烷基磺醯氧基、q〜C4烷』 磺酸基、可經取代的节基確醯基、可經取代的苯基石黃酿ς- 代的苯基韻氧基、或可經取代㈣基磺 脫離基及χ2分別表示如同上述之定義 為當烧基時，l係指反應性高.於鹵烧I 1留之卣原子的脫離基。例如t〜系c吼基時， 子、子或填原子，當RI係CHA基時，w指氯々 、漠原子、對-甲苯磺醯氧基、甲基醯 磺醯氧基等脫離基）。 次—氟气 ^ τ 1 Ι^Ττ ^M # ^ ^[3eJ# ^[5] 5 ^ ^ ^ ,^ 下，於溶劑中或在無溶劑下反應而製得。 莫耳為較佳。⑽莫耳範圍内適#選擇，m.1至1( 本步驟中可使用的鹼係可舉例如：碳酸鈉或碳酸鉀等 320292 206 200920255 鹼金屬碳酸鹽；氫氧化鈉或氫茸 .,^ , . yL Λ 軋化鉀專鹼金屬氫氧化物； =: 等鹼金屬氫化物，·乙醇納或甲醇納等鹼金 屬m，8-二氮雜雙環[5.4.0]_7•十一稀等有機驗。 本步驟中可使用之驗的使用量，相對於式[3e] i莫耳， 可從〇至1〇〇莫耳範圍内適當選擇1 〇 ι至ι〇莫耳為較 佳。 斤本步驟中可使用的溶劑係可舉例如：二氯甲烧或氯仿 等i化烴類；二***或四氫呋喃等醚類；苯或甲苯等芳香 族烴類；己烷或庚烷等脂肪族烴類；丙酮或甲基異丁基酮 等酮類；醋酸乙酯或醋酸曱酯等酯類；N_甲基吡咯啶二或 N，N-二甲基甲醯胺等醯胺類；二甲亞碉或環丁颯等硫化合 物；乙腈等腈類；或該等的混合物。 本步驟中可使用之溶劑的使用量，相對於式[3 e] 1莫 耳，可從0至100L範圍内適當選擇，以〇至1〇L為較佳 本步驟的反應溫度可從-100°C至所使用之不活性溶劑 的沸點區域範圍内選擇’以在-20°c至loot：範圍内實施為 較佳。 本步驟的反應時間雖依反應溫度、反應基質、反應量 等因素而異，但通常設定為1小時至168小時。 &lt;中間體製造法4 &gt;['3 e] [5] Alkali CR^n ^ i; , [3d-1]·· (Formula 1p, L represents a tooth atom, a Ci~C4 alkylsulfonyloxy group, a q~C4 alkane) sulfonic acid group a substituted sulfhydryl group, a substituted phenyl fluorescens-substituted phenyl alkoxy group, or a substituted (tetra) sulfonyl detached group and χ 2 respectively represented as defined above as a In the case of l, it refers to a high reactivity. The cleavage group of the ruthenium atom remaining in the halogen-burning I 1 . For example, when t is a c-based group, a sub, a sub, or a filling atom, when RI is a CHA group, w means chloranil, Desert atom, p-toluenesulfonyloxy group, methyl sulfonyloxy group, etc. Sub-fluorine gas ^ τ 1 Ι ^ Τ τ ^ M # ^ ^ [3eJ# ^ [5] 5 ^ ^ ^ , ^, in a solvent or in the absence of solvent to obtain. Moore is preferred. (10) Mox range is suitable for selection, m.1 to 1 (the alkali system which can be used in this step is, for example, sodium carbonate or potassium carbonate, etc. 320292 206 200920255 alkali metal carbonate; sodium hydroxide or hydrogen mushroom., ^ , yL Λ rolled potassium base metal hydroxide; =: alkali metal hydride, alkali metal such as ethanol or methanol, m,8-diazabicyclo[5.4.0]_7•11 dilute Organic test. The amount of test that can be used in this step is better than the formula [3e] i mole, and it is better to select 1 〇ι to ι〇莫耳 from 〇 to 1 〇〇 mole range. The solvent which can be used in this step may, for example, be an i-hydrocarbon such as methylene chloride or chloroform; an ether such as diethyl ether or tetrahydrofuran; an aromatic hydrocarbon such as benzene or toluene; or an aliphatic hydrocarbon such as hexane or heptane. Ketones such as acetone or methyl isobutyl ketone; esters such as ethyl acetate or decyl acetate; guanamines such as N-methylpyrrolidine or N,N-dimethylformamide; a sulfur compound such as hydrazine or cyclobutyl hydrazine; a nitrile such as acetonitrile; or a mixture of the same. The amount of the solvent which can be used in this step is relative to the formula [3 e] 1 mol, Suitable range of 0 to 100L, preferably 〇 to 1〇L. The reaction temperature of this step can be selected from -100 ° C to the boiling point range of the inactive solvent used to 'at -20 ° c to loot The reaction time in this step varies depending on the reaction temperature, the reaction substrate, the reaction amount, and the like, but is usually set to 1 hour to 168 hours. &lt;Intermediate Production Method 4 &gt;

200920255 (式中，Rla表示C6〜Cl〇芳基、咬且 及新片手中之彻找 次/、有璉自氧原子、硫原子 2 11八原子的碳數2至10雜環基；R2、 R 、η及X为別表示如同上述之定義）。 式[3d_2]所示之製造中間體係根據Tetrahedron、第55 卷、第12W頁（1999年）所記載的方法，使式 與式[6]在銅觸媒及鹼存在下進行反應而 &lt;中間體製造法5&gt; 麵劑i映 (R\ 〔3d，2 〔‘3〕 (式中，R、R、R2V、n及X〗分別表示如同上述之定義） 式[313]所示之製造中間體，係根據美國專利公庚 US2005/256_號公報所記載的方法，使式[3d_4]所示之价 合物與魯森試劑（LaweSS〇n，s Reagem)反應而製得。 〈中間體製造法0&gt;200920255 (wherein Rla represents a C6~Cl〇 aryl group, a bite and a new one in the hands of a new one, a carbon number of 2 to 10 heteroatoms having an atomic oxygen atom, a sulfur atom of 2 11 atoms; R2, R , η and X are different as defined above.) The intermediate system of the formula [3d_2] is reacted according to the method described in Tetrahedron, vol. 55, p. 12W (1999) to react with the formula [6] in the presence of a copper catalyst and a base. Body manufacturing method 5&gt; Masking agent i (R\[3d, 2 ['3] (wherein, R, R, R2V, n, and X respectively represent the definitions as described above), and the manufacturing intermediate shown in the formula [313] The product is obtained by reacting a valence compound represented by the formula [3d_4] with a Russen reagent (LaweSS〇n, s Reagem) according to the method described in U.S. Patent No. US2005/256. Manufacturing method 0

〔3d·4 } (式中，R1、！^、]^ 1及沪分別表示如同上述之定義） 式[3d-4]所示之製造中間體，係根據美國專矛 US6329389號公報、美國專利US6348461號公報、化學辱 320292 208 200920255 會期刊（Journal of the Chemical Society)第 430-439 頁（1957 年）、WO2005/21547號公報、美國專利US4296114號公報、 Journal of the Chemical Society Perkin Transactions 1 第 75-84頁（1987年）等所記載的方法，使式[7]、與式[8]所示 之酮基丙二酸二醋（ketomalonic acid)反應而製造。 〈中間體製造法7 &gt;[3d·4 } (wherein, R1, !^, ]^1 and Shanghai respectively represent the definitions as defined above) The intermediates of the formula [3d-4] are based on the US Patent No. US6329389, US Patent US6348461, Chemical Disgrace 320292 208 200920255 Journal of the Chemical Society, pp. 430-439 (1957), WO2005/21547, US Patent No. 4,296,114, Journal of the Chemical Society Perkin Transactions 1 The method described in -84 (1987) and the like is produced by reacting the formula [7] with the ketomalonic acid ketomalonic acid represented by the formula [8]. <Intermediate Manufacturing Method 7 &gt;

式[7]係根據實驗化學講座第4版（丸善）、第26卷的「還 原一般項」，藉由將式[9]所示硝基合物還原而製造。 8&gt; &lt;中間體製造法The formula [7] is produced by reducing the nitro compound represented by the formula [9] according to the fourth edition of Experimental Chemistry (Maruzen) and the "Return General Item" of the 26th volume. 8&gt;&lt;Intermediate Manufacturing Method

妒-題2 〔11〕 R22妒-题2 [11] R22

CR^n 〔10〕 ， 〔9〕 (式中，R1、R2、η及X2分別表示如同上述之定義；R22表 示氟原子、氯原子或溴原子等鹵原子）。 式[9]所示之製造中間體係根據W02004/817號公報、 美國專利公開US6348461號公報、藥物化學期刊（Journal of Medicinal Chemistry)、第 41 卷、第 5457-5465 頁（1998 年）及 Journal of the Chemical Society Perkin Transactions 209 320292 200920255 1第23 87-2391頁（1980年)等所記載的方法，藉由使式[10] 與式[11]進行反應便可製得。 &lt;中間體製造法9 &gt;CR^n [10], [9] (wherein, R1, R2, η and X2 each represent a definition as defined above; and R22 represents a halogen atom such as a fluorine atom, a chlorine atom or a bromine atom). The manufacturing intermediate system of the formula [9] is based on WO2004/817, US Patent Publication No. US6348461, Journal of Medicinal Chemistry, Vol. 41, 5457-5465 (1998) and Journal of The Chemical Society Perkin Transactions 209 320292 200920255 1 The method described in the 23rd 87-2391 (1980), etc. can be obtained by reacting the formula [10] with the formula [11]. &lt;Intermediate Manufacturing Method 9 &gt;

(式中，R1、R2、η及X2分別表示如同上述之定義；R23表 示氯原子、溴原子、蛾原子）。 式[7]所示製造中間體係依照上述所示步驟而製得。 式[13]所示之製造中間體，係根據有機化學期刊 (Journal of Organic chemistry)、第 65 卷、第 1144 至 1157 頁（2000年）及有機化學期刊（Journal of Organic Chemistry)、第 65 卷、第 1158 至 1174 頁（2000 年）等所記 載的方法，使式[12]所示化合物、與式[11 ]所示化合物，在 在巴錯合物及驗存在下進行反應而製得。 再者，式[7]所示之製造中間體係根據Tetrahedron letters、第 2641 至 2644 頁（1978 年）、合成（synthesis)、第 359 至 363 頁及 Journal of the Chemical Society Perkin Transactions 1第3081-3084頁（1988年）等戶斤記載的方法， 藉由將式[13]所示化合物的胺基施行脫保護而製得。 210 320292 200920255 &lt;中間體製造法ιο&gt; E35(wherein, R1, R2, η and X2 each represent a definition as defined above; and R23 represents a chlorine atom, a bromine atom or a moth atom). The intermediate system produced by the formula [7] was produced in accordance with the procedure shown above. The manufacturing intermediates of the formula [13] are based on Journal of Organic Chemistry, Vol. 65, pp. 1144 to 1157 (2000) and Journal of Organic Chemistry, Vol. 65 The method described in the following paragraphs 1158 to 1174 (2000), which is obtained by reacting a compound of the formula [12] with a compound of the formula [11] in the presence of a bar complex and a test. Furthermore, the manufacturing intermediate system shown in the formula [7] is based on Tetrahedron letters, pages 2641 to 2644 (1978), synthesis, pages 359 to 363, and Journal of the Chemical Society Perkin Transactions 1 3081-3084. The method described in the page (1988), etc., is obtained by deprotecting the amine group of the compound represented by the formula [13]. 210 320292 200920255 &lt;Intermediate manufacturing method ιο&gt; E35

R1—NH R1 〆 9R1—NH R1 〆 9

(R% (式中，R1、R2、n及X2分別表示如同上述之定義；R35表 不氯原子、溴原子、蛾原子或三氟甲磺醯氧基）。 式[9]所示之製造中間體，係根據 &lt; 中間體製造法9&gt; 中的式[13]所示之製造中間體之製造方法，使式[丨9]所示之 4匕δ物與式[11 ]所示之化合物在銘錯合物及驗存在下反應 而製得。 〈中間體製造法11 &gt; R23(R% (wherein, R1, R2, n and X2 respectively represent the definitions as defined above; R35 represents a chlorine atom, a bromine atom, a moth atom or a trifluoromethanesulfonyloxy group). The production of the formula [9] The intermediate is a method for producing a production intermediate represented by the formula [13] in the &lt; intermediate production method 9&gt;, and the 4匕δ substance represented by the formula [丨9] is represented by the formula [11]. The compound is prepared by reacting in the presence of a complex and an assay. <Intermediate Manufacturing Method 11 &gt; R23

鈀錯合物 R1—Ν 〔11〕 l2Palladium complex R1—Ν [11] l2

〔7〕 η及X2分別表示如同上述之定義） 式[7]所示之製造中間體，係根據 &lt; 中間體製造法9 &gt; 的式[13]所示之製造中間體之製造方法，使式[2〇]所示之 化合物與式[11]所示之化合物在鈀錯合物及鹼存在下反應 而製得。 &lt;中間體製造法12&gt; 320292 211 200920255 η[7] η and X2 respectively represent a production intermediate represented by the formula [7] as defined above, and is a method for producing a production intermediate according to the formula [13] of the &lt; intermediate production method 9 &gt; The compound represented by the formula [2〇] is reacted with a compound represented by the formula [11] in the presence of a palladium complex and a base. &lt;Intermediate Manufacturing Method 12&gt; 320292 211 200920255 η

(式中，尺^、尺2、1135、11及\2分別表示如同上述之定義）。 式[7a]所示之製造中間體，係根據 &lt; 中間體製造法$ X^(r2) 〔2 1〕 &gt;中式[13]所示之製造中間體的製造方法，使式[21]所示之 化合物與式[22]所示之化合物在把錯合物及驗存在下進行 反應而製得。 &lt;中間體製造法13 &gt;(wherein, ruler, ruler 2, 1135, 11 and \2 respectively represent the definitions above). The production intermediate represented by the formula [7a] is a method for producing a production intermediate represented by the &lt; intermediate production method $ X^(r2) [2 1] &gt; Chinese formula [13], and the formula [21] The compound shown is produced by reacting a compound of the formula [22] with a complex compound and an assay. &lt;Intermediate Manufacturing Method 13 &gt;

〔7a〕 (式中，Rla、R2、R35、η及X2分別表示如同上述之定義）。 式[7a]所示之製造中間體’係根據〈中間體製造法9 &gt;的製造方法’使式[23]所示之化合物與式[22]所示之化合 物在鈀錯合物及鹼存在下進行反應，再對式[24]所示之化 合物的胺基施行脫保護而製得。 &lt;中間體製造法14&gt; 320292 212 200920255[7a] (wherein Rla, R2, R35, η and X2 respectively represent the definitions as described above). The production intermediate of the formula [7a] is a compound represented by the formula [23] and a compound represented by the formula [22] in a palladium complex and a base according to the "manufacturing method of the intermediate production method 9 &gt;". The reaction is carried out in the presence of a deprotection of the amine group of the compound of the formula [24]. &lt;Intermediate Manufacturing Method 14&gt; 320292 212 200920255

R24-X3.H 〔工 4〕 或 R24·^3- Μ*+〔 1 5〕R24-X3.H [Work 4] or R24·^3- Μ*+[ 1 5]

C 3 d ~ 7〕 R、R21、η、X2分別表示如同上述之定義；R24表 (式中 不ca院氧基、c3〜C8環烷基氧基、〇广〇6齒烷氧基、苯 氧基、心〜匕烷基羰氧基、Ci〜C6烷氧基c广C6烷氧基、 CfC6烷基磺醯基Cl〜C6烧氧基、氰基Ci〜C6烷氧基、可 為相同或相異且具有選自氧原子、硫原子及氮原子中之1 至5個雜原子的缝2至1()雜環氧基或 院基硫基；，表示驗金屬陽離子；χ3表示氧原子或硫原 示步驟進 式[3心7]所示之製造中間體，係可依上述 行製造。 弋[3(16]係根據美國專利公開口^2〇〇3/195169號 公報、及Tetrahedron letters、第37卷、第力號、第乃 頁0996年）等所記載的方法，使式[地5]與磺醯氣反應而 320292 213 200920255 製得。 細·7]係根據美國專利_55272號 利公開EP-1228067號公豳 .W專 就&gt;報、美國專利US4058392號公報、 及 το腿al of the Chemical socieiy Perkin Transacti〇ns i 第 781 79〇頁（l987年）等所記载的方法，使式[地6]與式 或式[15]所示化合物反應而製得。 〈中間體製造法15 &gt;C 3 d ~ 7] R, R21, η, X2 respectively represent the definitions as defined above; R24 (in the formula, not ca, oxy, c3 to C8 cycloalkyloxy, fluorene 6 dentate alkoxy, benzene Oxygen, heart-nonylalkylcarbonyloxy, Ci~C6 alkoxy c-C6 alkoxy, CfC6 alkylsulfonyl Cl~C6 alkoxy, cyano Ci~C6 alkoxy, may be the same Or a slit 2 to 1 ()heterocyclic oxy or a thiol group having 1 to 5 hetero atoms selected from an oxygen atom, a sulfur atom and a nitrogen atom; representing a metal cation; χ 3 representing an oxygen atom Or the production intermediate represented by the step [3] in the step of sulphur, which can be produced according to the above. 弋 [3 (16) is based on the disclosure of U.S. Patent Publication No. 2/3,195, and Tetrahedron. The method described in Letters, Vol. 37, No., No. 0996, etc., makes the formula [5] react with sulfonium gas and 320292 213 200920255. Fine 7] is based on US Patent _55272 No. EP-1228067, W 专 & 报 报 、 美国 美国 美国 美国 美国 美国 美国 美国 美国 美国 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 405 al al al al al al al al al al al al al al al al The method described is prepared by reacting a compound of the formula [6] with a compound of the formula or the formula [15]. <Intermediate Production Method 15 &gt;

(CE25R2®)m-R27(CE25R2®)m-R27

(式中，R、R 、X及η分別表示如同上述之定義；R27 表示依下式[17a]或式[17b]所示的基：(wherein R, R, X and η respectively represent the definitions as defined above; and R27 represents a group represented by the following formula [17a] or formula [17b]:

31 •R34 -R32 Λ33 〔17a〕 〔17b〕 R30表示依下式[18a]或[18b]所示的基：31 • R34 - R32 Λ 33 [17a] [17b] R30 represents a group represented by the following formula [18a] or [18b]:

〔18b〕 尺26、&amp;31、尺32、尺33及尺34各自獨立，表示氫原子、 烷基、烯基、炔基、環烷基或i烷基；R29表示垸基、稀 基、快基、烧氧基、壤燒基、_燒基或_稀基；R2 8表示 鹵原子；t表示0至6的整數； 320292 214 200920255 限制條件為：當r27係式[17a]時，R3G為式[18a]，當 R27 係式[17b]時，r3〇 為式[18b])。 式[3d-9]所示之製造中間體係根據WO2005/26123號 公報、Tetrahedron、第 40 卷、第 2985 項（1984 年）、及 Synthetic Communications、第 18 卷、第 1171 項（1988 年） 等所記載的方法，使式[3d-8]與式[ί6]反應而製得。 〈中間體製造濟16&gt;[18b] Ruler 26, &amp; 31, ruler 32, ruler 33 and ruler 34 are each independently represented by a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group or an i-alkyl group; and R29 represents a fluorenyl group, a dilute group, Fast group, alkoxy group, lomobase, _alkyl or _thin group; R2 8 represents a halogen atom; t represents an integer from 0 to 6; 320292 214 200920255 The constraint is: when r27 is a formula [17a], R3G For the formula [18a], when R27 is the formula [17b], r3〇 is the formula [18b]). The manufacturing intermediate system shown by the formula [3d-9] is based on WO2005/26123, Tetrahedron, Vol. 40, No. 2985 (1984), and Synthetic Communications, Vol. 18, No. 1171 (1988). The method described is prepared by reacting the formula [3d-8] with the formula [ί6]. <Intermediate Manufacturing Ji 16&gt;

〔工 〇〕 〔9 a〕 (式中，R、R2、R22、n及X2分別表示如同上述之定義）。 式[9]所示之製造中間體係可依上述所示步驟進行製 造。 衣 式[9a]所示之製造中間體係使式⑽與式nu]，在驗 存在下，於溶劑中或無溶劑狀態下反應而製得。 本步驟所使用之式[lla]的使用量，相對於式[10]」莫 耳，可從α.ι至10莫耳範圍内適當選擇，以ι 〇 曾 耳為較佳。寿 本γ驟中可使用的驗係可舉例如：碳酸納或石炭酸杳 鹼金屬碳酸鹽，·氫氧㈣或絲化驗㈣氫氧 氫化鉀或氫㈣轉金屬氫錄、乙料醇: 屬醇鹽、或二氮雜雙環[5·4〇]_7_ 1 ^寻南 &quot;本步驟中可使用驗的使用量，相對於式&quot; 可從〇，1至10莫耳範圍内適當選擇，以！ 、 •主11莫耳 320292 215 200920255 較佳。 本步驟中可使用的溶劑係可舉例如：_ p 一鼠甲烧或氣仿 等鹵化烴類；二***或四氫呋喃等醚類；笨或曱苯等芳香 族烴類；己烷或庚烷等脂肪族烴類；丙酮或甲基異丁 =酮 等酮類；醋酸乙酯或醋酸甲s旨等s旨類；N_甲基或 N，N-二甲基曱醯胺等醯胺類；二曱亞碾或環丁砜等硫化合 物；乙腈等腈類；或該等的混合物。 本步驟中可使用的溶劑的使用量，相對於式[i〇] i莫 耳，可從0至100L範圍内適當選擇，以j至乩為較佳。 本步驟的反應溫度可從_! 00ϊ至所使用之不活性溶劑 的沸點區域範_選擇，以纟饥至14(rc範圍内實施為 較佳。 本步驟的反應時間雖依反應溫度、反應基質、反應量 等因素而異、，但通常設定為丨小時至168小時。 再者，式[9]所示之製造中間體係使式[9a]在酸存在下 或鹼存.在下，於水或混合溶劑中施行脫曱醯化而製得。 本步驟中可使用的鹼係可舉例如：碳酸鉀、氳化鈉或 氫氧化鈉等無機鹼；1，8-二氮雜雙環[54〇]-7_十一烯等有 機驗。_ 鹼的使用量，相對於化合物[9a]1莫耳，可從01至10 莫耳範圍内適當選擇，以L0至12莫耳為較佳。 本步驟中可使用的酸係可舉例如：鹽酸、溴氫酸、硫 酸等無機酸；醋酸、三氟醋酸等有機酸。 酸的使用量，相對於化合物[9a]丨莫耳，可使用i莫 216 320292 200920255 耳至大幅過剩，以1至1〇〇莫耳為較佳。 本步驟中可使用的混合溶劑係水與有機溶劑的混合溶 劑，就有機溶劑而言，可舉例如：甲醇或乙醇等醇類；四 氯咬喃等驗類；丙晒或f基異丁基酮等酮類；N，N-二甲基 7醯胺、咖二曱基乙醯胺等醯胺類；二曱亞砜或環丁： 等硫化合物；乙腈或該等的混合物。 溶劑的使用量，相對於式[9a]1莫耳，使用〇1至 100L，以1.〇至1〇L為較佳。 反應溫度可從-100至20(rc範圍内選擇，以於〇它至 10 0 C貫施為較佳。 反應時間雖依反應溫度、反應基質、反應量等因素而 異，但通常設定為10分鐘至24小時。 &lt;中間體製造法17&gt; 甲醯化 R1-^ [11〕[Working] [9 a] (wherein R, R2, R22, n and X2 respectively represent the definitions above). The manufacturing intermediate system shown in the formula [9] can be produced in accordance with the steps shown above. The intermediate system for the production shown in the formula [9a] is obtained by reacting the formula (10) with the formula nu] in the presence of a solvent or a solvent-free state. The amount of the formula [lla] used in this step can be appropriately selected from the range of α.ι to 10 mol with respect to the formula [10]", and it is preferable to use ι 〇 ear. The test system which can be used in Shouben gamma is, for example, sodium carbonate or strontium alkali metal carbonate, hydrogen hydroxide (tetra) or silk test (iv) potassium hydride or hydrogen (iv) metal hydride, and alcohol: alcohol Salt, or diazabicyclo[5·4〇]_7_ 1 ^南南&quot; The amount of use that can be used in this step, relative to the formula &quot; can be appropriately selected from 〇, 1 to 10 摩尔, ! , • Main 11 Moer 320292 215 200920255 is preferred. The solvent which can be used in this step is, for example, a halogenated hydrocarbon such as _p-methyl or a gas-form; an ether such as diethyl ether or tetrahydrofuran; an aromatic hydrocarbon such as stupid or benzene; hexane or heptane; Aliphatic hydrocarbons; ketones such as acetone or methyl isobutylidene; ketones; ethyl acetate or acetic acid, and the like; N-methyl or N,N-dimethyl decylamine; a sulfur compound such as bismuth or sulfolane; a nitrile such as acetonitrile; or a mixture thereof. The amount of the solvent which can be used in this step can be appropriately selected from the range of 0 to 100 L with respect to the formula [i〇] i mole, and preferably j to 乩. The reaction temperature in this step can be selected from _! 00 ϊ to the boiling point range of the inactive solvent used, and is preferably carried out in the range of arsenic to 14 (r. The reaction time of this step depends on the reaction temperature, the reaction substrate. , the amount of reaction varies, etc., but is usually set to 丨 hours to 168 hours. Further, the intermediate system of the formula [9] is such that the formula [9a] is present in the presence of an acid or an alkali. The dehydration is carried out in a mixed solvent. The base which can be used in this step may, for example, be an inorganic base such as potassium carbonate, sodium hydride or sodium hydroxide; 1,8-diazabicyclo[54〇] An organic test such as -7_undecene. The amount of the base used is appropriately selected from the range of 01 to 10 mol with respect to the compound [9a] 1 mol, and preferably L0 to 12 mol. Examples of the acid which can be used in the chemical system include inorganic acids such as hydrochloric acid, hydrobromic acid and sulfuric acid; and organic acids such as acetic acid and trifluoroacetic acid. The amount of the acid used can be i 216 with respect to the compound [9a] oxime. 320292 200920255 The ear is too large, preferably 1 to 1 mole. The mixed solvent that can be used in this step a mixed solvent of water and an organic solvent, and examples of the organic solvent include alcohols such as methanol or ethanol; tetrachloropyrene; and ketones such as propylene or f-isobutyl ketone; N, N- Amidoxime such as dimethyl 7 decylamine or caffeethylene acetamide; disulfoxide or cyclohexane: an isothio compound; acetonitrile or a mixture thereof. The amount of solvent used is relative to formula [9a]1 Mohr, using 〇1 to 100L, preferably from 1.〇 to 1〇L. The reaction temperature can be selected from -100 to 20 (rc range), so that it is preferably applied to 100 ° C. Although the time varies depending on the reaction temperature, the reaction substrate, the reaction amount, etc., it is usually set to 10 minutes to 24 hours. &lt;Intermediate Production Method 17&gt; Hyperthyroidism R1-^ [11]

/CHO/CHO

^-NH 〔11a〕 (式中，R1表示如同上述定義）。 式[Ua]所不之製造中間體，係根據美國化學學會期刊 (Journal of the American Chemical Society)第 80 卷、第 1154頁、及美國專利公開US2〇〇4/19898i號公報等所記载 的方法，藉由對式[丨η施行甲醯化而製得。 、本發明的除草劑及農藥組成物，其特徵在於以本發明 通式[I]所示侧氧基吡畊衍生物、或其農藥上容許的鹽做為 活性成分。此外，本發明係關於含有本發明通式⑴所示之 側氧基吡啡衍生物或其農藥上容許的鹽之丨種或2種以 217 320292 200920255 上、及農藥製劑所容許 關於除草劑組成物。載體的農藥組成物，更詳言之係 本發明的除草劑中， 所使用的添加成分（载體）。需要尚可含有農藥製劑中通常 體;係可舉例如：固態載體或液態载體等載 ',V、黏合劑或黏著賦與劑、增黏劑、著色劑、 展佈劑、展固劑、凌彡士 ^ 〜防止劑、固結抑制劑、崩散劑、分 Μ劑等’此外’視需要尚可將諸如防腐劑、植物片等 使用為添加成分。 該等添加成分係可使用！種，亦可組合使肖2種以上。 針對上述添加成.分進行說明。 固態載體係可舉例如：石英、黏土、高屬石、葉臘石、 =雲母、滑石、膨潤土、酸性白土、綠坡縷石、彿石、碎 藻土等天然礦物質類；碳酸鈣、硫酸銨、硫酸鈉、氣化鉀 荨…、機鹽類，合成;ε夕酸、合成；5夕酸鹽、殿粉、纖維素、植 $粉末等有機固態載體；聚乙烯、聚丙烯、聚偏二氯乙烯 4塑膠載體等。該等係可單獨使甩，亦可組合使用2種以 上。 液態載體係可舉例如：大致區分為：諸如甲醇、乙醇、 丙醇、異丙醇、丁醇等一元醇類，以及諸如乙二醇、.二乙 二醇、丙二醇、己二醇、聚乙二醇、聚丙二醇、甘油等多 元醇類的醇類；丙烯系二醇醚等多元醇衍生物類；丙嗣、 甲基乙基酮、曱基異丁基酮、二異丁基酮、環己酮、異佛 爾酮等酮類；***、二噚烧、乙二醇單***（ceii〇s〇ive)、 320292 218 200920255 四氫呋喃等醚類；正烷烴、蔡、異烷烴、煤油、 礦油寻脂肪族烴類；笑 其关望q 本甲本、二甲苯、溶劑石腦油、院 基示#方香族煙類·-备 产 、一鼠乙烷、氣仿、四氯化碳等鹵化烴 通，醋酸乙酯、鄰苯二甲 ts文一異丙酉曰、鄰苯二甲酸二丁 g旨、 鄰苯二甲酸二辛酷、ρ - 已一 S欠二甲酯等酯類；γ- 丁内酯等内 醋類；二甲基甲醯胺、一 —乙基甲醯胺、二甲基乙醯胺、Ν- 烧基比洛㈣等酿㈣；乙腈等腈類；二甲亞颯等硫化合 物^，大丑油、菜軒油、棉軒油、萬麻子油等植物油；水 等《亥等係可單獨使用，亦可組合使用2種以上。 界面活f生劑並無特別的限制，較佳在水中凝膠化成呈 現膨潤性者，可舉例如：山梨_贿酸自旨、聚氧伸乙基 山梨酵酐脂肪酸醋、薦糖脂肪酸酉旨、聚氧伸乙基月旨肪酸酉旨、 聚氧伸乙基樹脂酸酯、聚氧伸乙基脂肪酸二酯、聚氧伸乙 基院_、韓伸乙基絲苯U氧伸乙基二烧基苯驗、 ，氧伸乙基㈣苯__甲1 縮合物、聚氧伸乙基聚氧伸丙基 嵌段聚合物、烷基聚氧伸乙基聚丙烯嵌段聚合物醚、聚氧 伸乙基炫基胺、聚氧伸乙基脂肪酸醯胺、聚氧伸乙基脂肪 酸雙苯ϋ、聚伸Μ基苯㈣、聚氧伸㈣苯乙縣苯輕、 乙炔二醇、聚氧伸烷基加成乙炔二醇、聚氧伸乙基醚型聚 矽氧、酯型聚矽氧、氟系界面活性劑、、聚氧伸乙基蓖麻子 油、聚氡伸乙基硬化蓖麻子油等非離子性界面活性劑；硫 酸錢鹽、聚氧伸乙基糾硫酸鹽、聚氧伸乙基烧基苯縫 硫酸鹽、聚氧伸乙基苯乙烯基苯醚硫酸鹽、烷基苯磺酸鹽、 木貝石5酸鹽、院基績酸基玻珀酸鹽、萘石黃酸鹽、烧基英石黃 320292 219 200920255 酸鹽、萘磺酸的甲醛縮合物之鹽、烷基萘磺酸的甲經縮合 物之鹽、脂肪酸鹽、聚羧酸鹽、N-甲基·脂肪酸肌胺酸酯、 樹脂酸鹽、聚氧伸乙基烷醚磷酸鹽、聚氧伸乙基烧基苯驗 磷酸鹽等陰離子性界面活性劑；.月桂胺鹽酸鹽、硬脂基胺 鹽酸鹽、油酸胺鹽酸鹽、硬脂基胺醋酸鹽、硬脂胺基丙基 胺醋酸鹽、烷基三甲基銨氯化物、烷基二甲基苯二〒烴= 氯化妗等烷基胺鹽等陽離子界面活性劑；胺基酸型或甜菜 驗型等兩性界、面活性劑等。 該等界面活性劑係可使用！種，亦可組合使用-2種以 上。 再者，就黏合劑、黏著賦與劑而言，可舉例如：羧甲 基纖維素或其鹽、糊精、水溶性殿粉、三仙膠(χ_- 瓜H薦糖、聚乙稀基蜂定酮、***谬、 水乙烯醇、聚乙酸乙烯酯 5 9〇λλλ α 埽θ聚丙烯酸鈉、平均分子量6000 =_()的聚乙二醇、平均分子量10萬至萬聚氧 乙院、天然磷脂質(例如腦嶙腊、㈣脂等)等。 增黏劑係可舉例如：二仙 辛、肀Γ、膝I—仙膠、瓜爾豆膠、羧甲基纖維 京艰乙烯基吡咯啶酮、羧乙嬌μ 殿粉衍生物、如多醣類之類:物、丙龍系聚合物、 土、如白石炭（white carb之 于Ν、、，屯度知潤 —A )之頰的無機微粉等。^-NH [11a] (wherein R1 represents the above definition). The manufacturing intermediates of the formula [Ua] are described in the Journal of the American Chemical Society, Vol. 80, p. 1154, and U.S. Patent Publication No. US Pat. No. 4/19898, and the like. The method is prepared by performing hyperthyroidism on the formula [丨η]. The herbicide and the agricultural chemical composition of the present invention are characterized in that the side oxypyrazine derivative represented by the formula [I] of the present invention or a salt permissible as a pesticide thereof is used as an active ingredient. Further, the present invention relates to a herbicide or a pesticide-containing salt represented by the formula (1) of the present invention, or a herbicide-acceptable salt thereof, which is allowed to be composed of 217 320292 200920255 and a pesticide preparation. Things. The pesticide composition of the carrier, more specifically, the additive component (carrier) used in the herbicide of the present invention. It may be necessary to contain a normal body in a pesticide preparation; for example, a solid carrier or a liquid carrier, etc., V, a binder or an adhesion agent, a tackifier, a colorant, a spreading agent, a spreading agent,彡 彡 ^ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ These added ingredients can be used! Alternatively, two or more kinds of shaws may be combined. The addition of the above points will be described. The solid carrier may be, for example, quartz, clay, high feldspar, pyrophyllite, = mica, talc, bentonite, acid white clay, attapulgite, buddha, algae and other natural minerals; calcium carbonate, sulfuric acid Ammonium, sodium sulfate, potassium carbonate hydrazine..., organic salt, synthesis; ε ̄ acid, synthesis; 5 glutamate, temple powder, cellulose, planting powder and other organic solid carrier; polyethylene, polypropylene, poly bias Dichloroethylene 4 plastic carrier, etc. These lines may be used alone or in combination of two or more. The liquid carrier may be, for example, roughly classified into a monohydric alcohol such as methanol, ethanol, propanol, isopropanol or butanol, and such as ethylene glycol, diethylene glycol, propylene glycol, hexanediol, polyethyl b. Polyols such as diols, polypropylene glycols, and glycerol; polyol derivatives such as propylene glycol ethers; propylene glycol, methyl ethyl ketone, decyl isobutyl ketone, diisobutyl ketone, and ring Ketones such as ketone and isophorone; ethers such as diethyl ether, diterpene, ethylene glycol monoethyl ether (ceii〇sive), 320292 218 200920255 tetrahydrofuran; n-alkanes, ca., isoalkanes, kerosene, mineral oil Looking for aliphatic hydrocarbons; laughing at it, looking at q, the present, the xylene, the solvent, the naphtha, the hospital base, the #方香族, · preparation, a rat ethane, gas, carbon tetrachloride, etc. Halogenated hydrocarbons, ethyl acetate, phthalic acid ts-isopropyl isopropyl, phthalic acid dibutyl g, phthalic acid dixin cool, ρ - has a S dimethyl ester and other esters; Internal vinegar such as γ-butyrolactone; dimethylformamide, mono-ethylformamide, dimethylacetamide, hydrazine-pyrrolidyl (tetra), etc. (four); acetonitrile Such as nitriles; dimethyl hydrazine and other sulfides ^, large ugly oil, vegetable Xuan oil, cotton Xuan oil, Wanmao oil and other vegetable oil; water, etc. "Hai and other systems can be used alone, can also be used in combination of more than two. The interface active agent is not particularly limited, and is preferably gelled in water to exhibit swelling. For example, Yamanashi _ brisk acid self-purpose, polyoxyethylene ethyl sorbate fatty acid vinegar, and sugar fatty acid , polyoxymethylene ethyl hydroxy acid, polyoxyethylene ethyl ester, polyoxyethylene ethyl ester diester, polyoxyethylene ethyl ketone, Hanshen ethyl benzene U oxygen extended ethyl Dialkyl benzene test, oxygen extended ethyl (tetra) benzene __ methyl 1 condensate, polyoxyethylene extended polyethyl propyl block polymer, alkyl polyoxyethylene ethylene block polymer ether, Polyoxoethylhexylamine, polyoxyethylidene fatty acid decylamine, polyoxyethylidene fatty acid bisphenylhydrazine, poly(extension) benzene (IV), polyoxygen extension (tetra) phenylethyl benzene light, acetylene glycol, poly Oxyalkylene addition acetylene glycol, polyoxyethylene ether type polyoxo, ester type polyoxynium, fluorine surfactant, polyoxyethylene ethyl castor oil, polyethylidene ethyl hardening Nonionic surfactants such as sesame oil; sulphuric acid salt, polyoxyethylene sulphate, polyoxyethyl benzene sulphate, polyoxyethyl styrene phenyl ether Sulfate, alkyl benzene sulfonate, hibiscus 5 salt, phenolic acid sulfonate, naphthalene sulphate, sulphate sulphate 320292 219 200920255 formaldehyde condensation of acid salt, naphthalene sulfonic acid Salt of a substance, a salt of a methyl condensate of an alkyl naphthalenesulfonic acid, a fatty acid salt, a polycarboxylate, an N-methyl fatty acid sarcosyl ester, a resinate, a polyoxyalkylene ether phosphate, Anionic surfactants such as polyoxyalkylene phenyl phthalate phosphate; laurate hydrochloride, stearylamine hydrochloride, oleic acid amine hydrochloride, stearylamine acetate, stearylamine Cationic surfactants such as alkyl propylamine acetate, alkyl trimethyl ammonium chloride, alkyl dimethyl benzene dioxane = alkylamine salt such as cesium chloride; amphoteric acid type or beet test Boundary, surfactant, etc. These surfactants can be used! Alternatively, two or more types may be used in combination. Further, as the binder and the adhesion-imparting agent, for example, carboxymethylcellulose or a salt thereof, dextrin, water-soluble temple powder, and tri-sacral gum (χ_- melon H recommended sugar, polyethylene base) Bee ketone, arabin oxime, water vinyl alcohol, polyvinyl acetate 5 9 〇λλλ α 埽 θ sodium polyacrylate, polyethylene glycol with an average molecular weight of 6000 = _ (), average molecular weight of 100,000 to 10,000 polyoxyethylene, Natural phospholipids (such as cerebral cerium, (tetra), etc.). Examples of tackifiers include: Erxianxin, sputum, knee I-sand, guar gum, carboxymethyl fiber, Jingji vinyl pyrrole Derivatives of ketones, carboxes, and powders, such as polysaccharides, etc.: substances, propionate polymers, soil, such as white charcoal (white carb on Ν,,, 屯度知润-A) cheeks Inorganic fine powder and the like.

考色劑係可舉例如._ A (Prussian μ w # 乳化鐵、氧化鈦、普魯士該 (咖an biue)之類的無機顏料 曰f 士孤 料、金屬駄菁毕料$ — ‘ 西素呆料、偶氮染 骨木科之類的有機染料等。 展佈劑係可舉例如··平 ^ 乳系界面活性劑、纖維素粉 320292 220 200920255 f、糊精、加工殿粉、聚胺基羧酸螯合化合物、交聯聚乙 ：#基、順了婦二酸與苯乙職、^基丙烯酸共聚 物夕70転聚合物與二羧酸酐的半酯、聚苯乙烯磺酸的水 溶性鹽等。 展口d係可舉例如：二烷基磺酸基琥珀酸鈉、聚氧伸 土、元蜓ΛΚ氧伸乙基烷基苯醚、聚氧伸乙基脂肪酸醋等 各^面活]·生劑，或諸如：院煙、莊稀 '聚酿胺樹脂、聚 7烯酉文鹽、♦氧伸乙基、虫m縣烧_、烧基紛甲盤 縮合物、合成樹脂乳劑等。 =防，係可舉例如:乙二醇、二乙二醇、丙二醇、 甘油等多兀醇類等。 固結防止劑係可舉· 乳糖等多醣類·聚^海練酸、甘露糖、半 樹脂等。 \ 叫㈣、自碳、酯樹膠.、石油 酸全屬可舉例如：三聚磷酸鈉、六偏磷酸鈉、硬脂 粉末、糊精、甲― 烯·異丁烯•川§丁卜 虫口亿。物、石尹、酸化苯乙 共聚物等。丁缔二酸野共聚物、厥粉•聚丙稀腈接枝 分解抑制劑係可舉例如：沸石、生石 的乾燥劑；酚系 ^, 夜、虱化鎂之類 χ、、知糸、硫系、鱗酸李耸γ/ 酸系、二笨基 l 劑；水楊 糸專紫外線吸收劑等。 薄/»丨係可舉例如：山梨酸鉀、 專。 ，本开'^唑啉-3-酮 320292 221 200920255 植物片係可舉例如：木屑、椰子殼、玉蜀黍穂軸、於 草莖等。 本發明的除草劑，當含有上述添加成分時，其含有比 例，以質量計，載體通常在5至95%(較佳20至90%)之範 圍，界面活性劑通常在0.1 %至30%(較佳0.5至10%)之範 圍，其他添加劑則在0.1至30%(較佳0.5至10%)之範圍。. 本發明的除草劑係製劑化成諸如：液劑、乳劑、水合 劑、粉劑、油劑、顆粒水合劑、流動劑（flowable agent)、 懸浮乳劑、粒劑、大粒劑（Jumbo)、懸乳劑、豆淺:（註冊商 標）劑等任意劑型來使用。a 在其製劑化時，亦可與其他的除草劑、殺蟲劑、殺菌 劑、植物成長調整劑等農藥中之至少1種、或者藥害減輕 劑、肥料等形成混合組成物，且併用施行處理。 在使用之際，經稀釋為適噹濃度之後再施行散佈或直 .接施用。 本發明通式[I]所示之側氧基π比畊衍生物或其農藥上容 許的鹽，可將其單獨使用為有效成分，但亦可與其他的有 效成分進行混合或併用使用。 亦可混合或併用的周知除草劑化合物、植物成長調整 劑，係如下所例示： 2,3,6-TBA(2,3,6-TBA)、2,4-D(2,4-D)、2,4-DB(2,4-DB)、 DNOC(DNOC)、EPTC(EPTC)、氯氟苯醚（ethoxyfen-ethyl)、 MCPA(MCPA)、MCPA ·硫乙基（MCPA-thioethyl)、MCPB (MCPB)、左旋莫多草（s-metolachlor)、TCA(TCA)、碘苯腈 222 320292 200920255 (io^ynil)、苯草 i|(aclonifen)、草芬定（azafenidin)、亞喜芬 (acifluorfen)、四唑嘧續隆（azimsulfuron)、績草靈 (asulam)、乙草胺（acetochlor)、草脫淨（atrazine)、安力伏 (anilofos)、胺唾草 i§] (amicarbazone)、醯°密確隆 (amidosulfuron)、殺草強（amitrole)、氯胺吼 °定酸 (aminopyralid)、曱基胺草填（amiprophos-methyl)、草殺淨 (ametryn)、拉草（alachlor)、亞汰草（alloxydim)、環丙鳴咬 醇（ancymidol)、蛾曱石黃隆納（iodosulfulon-methyl-sodium)、 異―隆（isouron)、異氯特（isoxachlortole)、異曙β坐草酮 (isoxaflutole)、異嘻草胺（isoxaben)、異丙隆（isoproturon)、 滅草喧（imazaquin)、依滅草（imazapyr)、味草酸 (imazamethabenz-methyl)、曱口米吐煙酸（imazapic)、甲氧咪 草煙（imazamox)、咪唾乙煙酸（imazethapyr)、依速隆 (imazosulfuron)、茚草酮（indanofan)、戊草丹（esprocarb)、-胺苯續隆（ethametsulfuron-methyl)、乙丁婦氣靈 (ethalfluralin)、續喧隆（ethidimuron)、亞速隆 (ethoxysulfuron)、益覆滅（ethofumesate)、乙氧苯草胺 (etobenzanid)、樂滅草（oxadiazon)、快噚草酮（oxadiargyl)、 樂克芬（oxaziclomefone)、環氧嘴石黃隆（oxasulfuron)、復祿 ... _ · · 芬（oxyfluorfen)、氨石黃樂靈（oryzalin)、坪草丹（orbencarb)、 苯酉同嗤（cafenstrole)、乙基克繁草(carfentrazone-ethyl)、卡 巴特(karbutilate)、卡草胺（carbetamide)、快伏草 (quizalofop)、快伏草· P ·乙基（quizalofop-P-ethyl)、快伏 草· P * 特伏（quizalofop-P-tefuryl)、快伏草•乙基 223 320292 200920255 (quizalofop-ethyl)、快克草（quinclorac)、楂滅克 (quinmerac)、克密隆（cumyluron)、嘉石粦塞（glyphosate)、嘉 磷塞三曱基硫鹽（glyphosate-trimesium)、固殺草 (glufosinate-ammonium)、固殺草納鹽 (glufosinate-sodium)、趙草同（clethodim)、炔丙基克羅丁普 (clodinafop-propargyl)、畢克草（clopyralid)、可滅縱 (clomazone)、甲氧基護谷（chlomethoxyfen)、克普草 (clomeprop)、氯酉旨磺草胺（cloransulam-methyl)、草滅平 (chloramben)、胺基氯塔哄酮（chloridazon)、氣木龍-乙基 (chlorimuron-ethyl)、氯薩佛勒（chlorsulfuron)、大克草 (chlorthal-dimethyl)、氯硫胺（chlorthiamid)、克普芬 (chlorpropham)、氯化矮壯素（chlormequat chloride)、枯草 龍（chloroxuron)、綠麥隆（chlorotoluron)、氣溴隆 (chlorbromuron)、氰乃淨（cyanazine)、達有龍（diuron)·、麥 草畏（dicamba)、草滅特（CyCl〇ate)、環殺草（cycloxydim)、 雙氯續草胺（diclosulam)、環續隆(cyclosulfamuron)、敵草 腈（dichlobenil)、大克弗甲酉旨（diclofop-methyl)、大克普 (dichlorprop)、大克普-p(dichlorprop-P)、戴開特（diquat dibromide)、汰硫草（dithiopyr)、環草隆（siduron)、撻乃安 (dinitramine)、吲哚酮草酯（cinidon-ethyl)、西速隆 (cinosulfuron)、達諾殺（dinoseb)、特樂酚（dinoterb)、丁基 賽伏草（cyhalofop-butyl)、大芬滅（diphenamid)、燕麥清 (difenzoquat)、吼氟草胺（diflufenican)、氟草 (diflufenzopyr)、一 氣林（diflinnetorim)、草滅淨（simazine)、 224 320292 200920255 二曱草胺（dimethachlor)、愛落殺（dimethametryn)、汰草滅 (dimethenamid)、西草淨（simetryn)、0底草丹（dimepiperate)、 Π琴嗤隆（dimefuron)、環庚草鍵（cinniethylin)、續草嗣 (sulcotrione)、石黃蕴嗤草_(sulfentrazone)、石黃胺石黃隆 (sulfosulfuron)、曱0密磺隆（sulfometuron-methyl)、西殺草 (sethoxydim)、特草定（terbacil)、殺草隆（daimuron)、得拉 本（dalapon)、π塞草 σ定（thiazopyr)、仲草丹（tiocarbazil)、殺 丹（thiobencarb)、殺得淨（thidiazimin)、嗟苯隆 (thidiazuron)、曱基嗟吩石黃隆（thifensulfuron_methyl)、甜菜 安（desmedipham)、敵草淨（desmetryn)、欣克草 .(thenylchlor)、牧草胺（tebutam)、得匍隆（tebuthiuron)、得 殺草（tepraloxydim)、特免林(tefuryltrion)、草淨津 (terbuthylazine)、特丁淨（terbutryn)、特丁通（terbumeton)、 探普三酮（tembotrione)、多普米酮（topramezone)、苯两草 酮（tralkoxydim)、三D井氟草胺（triaziflam)、醚苯石黃隆 (triasulfuron)、野麥畏（triallate)、草達津(trietazine)、三氯 比(triclopyr)、氟胺石黃隆（triflusulfuron-methyl)、三氟曱石黃 隆（tritosulfuron)、三福林(trifluralin)、三氟唆續隆納鹽 (trifloxysulfuron-sodium)、曱基四氟菊酯 (tribenuron-methyl)、納得爛（naptalam)、萘普草 (naproanilide)、滅落脫（napropamide)、咽嘴石黃隆 (nicosulfuron)、草不隆（neburon)、氟草敏（norflurazon)、 滅草敵（vernolate)、巴拉別二氯鹽（paraquat dichloride)、合 氯氟(haloxyfop)、合氯氟· P ·甲基（haloxyfop-P-methyl)、 225 320292 200920255 甲基氯°密石黃隆（halosulfuron-methyl)、匹諾丹（pinoxaden)、 百草枯（picloram)、氟η比醯草胺(picolinafen)、雙草驗納鹽 (bispyribac-sodium)、比芬諾（bifenox)、σ底草構 (piperophos)、雙 β坐草腈（pyraclonil)、π比索福托 (pyrasulfotole)、苄草峻（pyrazoxyfen)、乙基百速隆 (pyrazosulfuron-ethyl)、D比口坐烈（pyrazolynate)、畢拉草 (1^1&amp;11&amp;1'〇5)、'1比草醚（卩}^8；〇11£611-61;11}^1)、1|1比達福（卩}^(1&amp;£〇1)、 口密硫苯曱酸納鹽（pyrithiobac-sodium)、必汰草（pyridate)、 環醋草醚（pyriftalid)、稗草畏（pyributicarb)、°密咬柄草醚 (pyribenzoxim)、°比嘧蘇芬（pyrimisulfan)、氟嘴石黃隆 (primisulfuron-methyl)、°密草醚（pyriminobac-methyl)、口比 氧斯拉（pyroxysulam)、非草隆（fenuron)、精曙唾禾草靈 (fenoxaprop-P_ethyl)、噚唑禾草靈(fenoxaprop-ethyl)、解草 ^(fenclorim)、四嗤草胺（fentrazamide)、苯敵草 (phenmedipham)、甲醯胺確隆（foramsulfuron)、丁基拉草. (butachlor)、氟丙，草酯（butafenacil)、抑草填(butamifos)、 拉敵草（butylate)、比達寧(butralin)、丁苯草酮 (butroxydim)、伏速隆（flazasulfuron)、麥草伏 (flamprop-M)、伏寄普（fluazifop-butyl)、伏寄普· P(fluazifop-P-butyl)、異丙吡草酯（fluaz〇late)、氟草隆 (fluometuron)、乙羧氣草 _ (fluoroglycofen-ethyl)、敦酮石黃 隆（flucarbazone-sodium)、氟吡磺隆（flucet〇sulfuron)、甲基 福赛特（fluthiacet-methyl)、氟咬哺續隆 (flupyrsulfuron-methyl-sodium)、氟噻草胺（flufenacet)、氟 226 320292 200920255 σ荅0秦草醋（flufenpyr-ethyl)、四氟丙酸（flupropanate)、氟胺 草°坐（打叩〇乂&amp;111)、丙炔氟草胺（flumioxazin)、氟烯草酸 (flumiclorac-pentyl)、σ坐 0密石黃草胺（flumetsulam)、氟咬 i§] (fluridone)、σ夫草酮（flurtamone)、調《密醇（flurprimidol)、 氟氣比（fluroxypyr)、氟 σ各草酮（flurochloridone)、普拉草 (pretilachlor)、胺基氣樂靈（prodiamine)、氟石黃隆 (prosulfuron)、节草丹（prosulfocarb)、普拔草 (propaquizafop)、毒草胺（propachlor)、普拔根（propazine)、 除草靈（propanil)、戊诀草胺（propyzamide)、異丙草胺 (propisochlor)、苯胺靈（propham)、氟嗤草胺（profluazol)、 丙苯石黃隆（propoxycarbazone)、丙苯續隆納鹽 (propoxycarbazone-sodium)、環笨草酮（profoxydim)、克草 (bromacil)、佈滅淨（prometryn)、撲滅通(prometon)、溴氧 尼爾（bromoxynil)、溴盼將（bromofenoxim)、溴芬諾 (bromobutide)、雙氟石黃草胺（florasulam)、環嗪S同 (hexazinone)、稀草胺（pethoxamid)、草除靈（benazolin) ' 平速爛(penoxsulam)、氟丁草胺（beflubutamid)、克草猛 (pebulate)、苯卡酮（bencarbazone)、施得圃 (pendimethalin)、雙苯 °密草嗣（benzfendizone)、地散構 (bensulide)、免速隆（bensulfuron-methyl)、苯并雙環酮 (benzobicyclon)、σ比草 @同（benzofenap)、本達隆（bentazone)、 曱氯醯草胺（pentanochlor)、環戊曙草酮（pentoxazone)、倍 尼芬（benfluralin)、π夫草黃（benfuresate)、調節膦 (fosamine)、敗續胺草醚（fomesafen)、福芬素 227 320292 200920255 (forchlorfenuron)、抑芽素（maleic hydrazide)、二曱四氯丙 酸（mecoprop)、二曱四氯丙酸-P ·鉀鹽（mecoprop-P)、甲石黃 胺石黃隆（mesosulfuron-methyl)、石肖草酮(mesotrione)、滅草 胺（metazachlor)、甲基苯嗟隆（methabenzthiazuron)、苯草 酮（metamitron)、嗜唾醯草胺（metamifop)、甲基殺草隆 (methyl-dimuron)、甲氧隆（metoxuron)、石黃草 口坐胺 (metosulam)、曱磺隆(metsulfuron-methyl)、撲多草 (metobromuron)、甲氧苯草隆(metobenzuron)、莫多草 (metolachlor)、滅必淨（metribuzin)、甲口底咬（mepiquat chloride)、滅芬草(mefenacet)、綠谷隆（monolinuron)、禾 草特（molinate)、乳氟禾草靈（lactofen)、理有龍（linuron)、 玉嘧石黃隆（rimsulfuron)、環草定（lenacil)、普羅己二酮|弓 (prohexadione-calcium)、抗 j到酉旨(trinexapac-ethyl)、口比 D琴石黃 (pyroxasulfone)、以及由下式[C]所示異卩辱唑琳衍生物等。The coloring agent may, for example, be a _A (Prussian μ w # emulsified iron, titanium oxide, an inorganic pigment such as Prussian bis, a metal phthalocyanine $-' Organic dyes such as azo-dyedbone, etc. The spreading agent can be, for example, a latex surfactant, cellulose powder 320292 220 200920255 f, dextrin, processed temple powder, polyamine Carboxylic acid chelating compound, cross-linked poly(ethylene): #基, succinyl diacid and phenylethyl, methacrylic acid copolymer, 70% polymer, half ester of dicarboxylic anhydride, water solubility of polystyrene sulfonic acid Salt, etc. The opening d can be, for example, sodium dialkyl sulfosuccinate, polyoxyn extension, meta-anthracene ethyl phenyl ether, polyoxyethylene ethyl vinegar, etc. ]·································································································· For example, a polysaccharide such as ethylene glycol, diethylene glycol, propylene glycol or glycerin may be mentioned. Practice acid, mannose, semi-resin, etc. \ (4), from carbon, ester gum., petroleum acid can be exemplified by: sodium tripolyphosphate, sodium hexametaphosphate, stearin powder, dextrin, methylene Isobutene • Chuan § Ding Bu Wo Yi billion. Material, Shi Yin, acidified styrene ethylene copolymer, etc. Butanedioic acid copolymer, tantalum powder • Polyacrylonitrile graft decomposition inhibitors can be, for example, zeolite, raw stone drying Agent; phenolic system, night, magnesium bismuth, bismuth, bismuth, sulphuric acid, gamma gamma/acid, bismuth, etc.; For example, potassium sorbate, yam, and oxazol-3-one 320292 221 200920255 plant sheets may, for example, be wood chips, coconut shells, maize shafts, grass stems, etc. The agent, when it contains the above-mentioned additive component, is contained in a ratio of usually 5 to 95% by weight (preferably 20 to 90%) by mass, and the surfactant is usually 0.1% to 30% (preferably 0.5 to 5%) The range of 10%), other additives are in the range of 0.1 to 30% (preferably 0.5 to 10%). The herbicide of the present invention is formulated into such as : liquid, emulsion, hydrating agent, powder, oil, granule hydrating agent, flowable agent, suspoemulsion, granule, large granule (Jumbo), suspoemulsion, bean light: (registered trademark) agent, etc. It can be used as a dosage form. When it is formulated, it can also form a mixed composition with at least one of other herbicides, insecticides, fungicides, plant growth regulators, or other pesticides, fertilizers, and the like. And when used in combination, after being diluted to a suitable concentration, the dispersion or direct application is carried out. The side oxy π represented by the general formula [I] of the present invention is more acceptable than the cultivating derivative or its pesticide. The salt can be used alone as an active ingredient, but can also be mixed with other active ingredients or used in combination. Well-known herbicide compounds and plant growth regulators which may also be mixed or used are exemplified as follows: 2,3,6-TBA (2,3,6-TBA), 2,4-D (2,4-D) , 2,4-DB (2,4-DB), DNOC (DNOC), EPTC (EPTC), ethoxyfen-ethyl, MCPA (MCPA), MCPA · thioethyl (MCPA-thioethyl), MCPB (MCPB), s-metolachlor, TCA (TCA), iodobenzonitrile 222 320292 200920255 (io^ynil), benzoic acid i|(aclonifen), azufenidin (azafenidin), axifen (acifluorfen), azimutsulfuron, asulam, acetochlor, atrazine, anilofos, amicarbazone , amidosulfuron, amitrole, aminopyralid, amiprophos-methyl, ametryn, alachlor , alloxydim, ancymidol, iodosulfulon-methyl-sodium, isouron, isoxachlortole, iso-β Ketone (isoxaflutole), isoxaben (isoxaben) Isoproturon, imazaquin, imazapyr, imazamethabenz-methyl, imazapic, imazamox, imazes Imazethapyr, imazosulfuron, indanofan, esprocarb, ethametsulfuron-methyl, ethalfluralin, continuation Etidimuron, ethoxysulfuron, ethofumesate, etobenzanid, oxadiazon, oxadiargyl, oxaziclomefone, ring Oxalsulfuron, Fulu... _ · · oxyfluorfen, oryzalin, orbencarb, cafenstrole, ethyl gram grass Carfentrazone-ethyl), karbutilate, carbeamide, quizalofop, quick-waste grass, P · ethyl (quizalofop-P-ethyl), fast-growing grass · P * volt ( quizalofop-P-tefuryl), fast grass + ethyl 223 320292 200920255 (quizalofop-ethyl ), quinclorac, quinmerac, cumyluron, glyphosate, glyphosate-trimesium, glufosinate -ammonium), glufosinate-sodium, clethodim, clodinafop-propargyl, clopyralid, clomazone, armor Chlomethoxyfen, clomeprop, cloransulam-methyl, chloramben, chloridazon, sylvestre-ethyl (chlorimuron-ethyl), chlorsulfuron, chlorthal-dimethyl, chlorthiamid, chlorpropham, chlormequat chloride, dry grass dragon ( Chloroxuron), chlorotoluron, chlorbromuron, cyanazine, diuron, dicamba, CyCl〇ate, ring grass (cycloxydim), diclosulam, cyclosulfamuron, diquat Nitrile (dichlobenil), diclofop-methyl, dichlorprop, dichlorprop-P, diquat dibromide, dithiopyr, Siduron, dinitramine, cinidon-ethyl, cinosulfuron, dinoseb, dinoterb, butyl aceta Cyhalofop-butyl, diphenamid, difenzoquat, diflufenican, diflufenzopyr, diflinnetorim, simazine, 224 320292 200920255 Dimethachlor, dimethametryn, dimethenamid, simetryn, dimepiperate, dimefuron, cycloglycoside Cinniethylin), sulcotrione, sulfentrazone, sulfosulfuron, sulfometuron-methyl, sethoxydim, dexamethasone Terbacil), daimuron, dalapon, π Thiazoczyr), tiocarbazil, thiobencarb, thidiazimin, thidiazuron, thifensulfuron_methyl, desmedipham, diquat (desmetryn), thenylchlor, tebutam, tebuthiuron, tepraloxydim, tefuryltrion, terbuthylazine, tertidine Terbutryn), terbumeton, tembotrione, topramezone, tralkoxydim, triazflam triazal, triasulfuron ), triallate, trietazine, triclopyr, triflusulfuron-methyl, tritosulfuron, trifluralin , trifloxysulfuron-sodium, tribenuron-methyl, naptalam, naproanilide, napropamide, pharyngeal Ninosulfuron, neburon, fluorine Norflurazon, vernolate, paraquat dichloride, haloxyfop, haloxyfop-P-methyl, 225 320292 200920255 Methyl chloride, halosulfuron-methyl, pinoxaden, picloram, picolinafen, bispyribac-sodium, bifen Bifenox, piperophos, pyraclonil, pyosulfotole, pyrazoxyfen, pyrazosulfuron-ethyl, D ratio Pyrazolynate, Bila (1^1&amp;11&amp;1'〇5), '1 ratio of grass ether (卩}^8; 〇11£611-61; 11}^1), 1|1比达福(卩}^(1&amp;£〇1), pyrithiobac-sodium, pyridate, pyrifalid, pyributicarb , pyribenzoxim, pyrimisulfulan, primisulfuron-methyl, pyrimiminobac-methyl, pyroxysulam Fenuron, fenoxaprop-P_ethyl, fenoxaprop-ethyl, fenclorim, fentrazamide, phenmedipham ), foramsulfuron, butachlor, fluoropropion, butafenacil, butamifos, butabut, butralin, Butroxydim, flazasulfuron, flamprop-M, fluazifop-butyl, fluazifop-P-butyl, isopropylpyrazine (fluaz〇late), fluometuron, fluoroglycofen-ethyl, flucarbazone-sodium, flucetsulfuron, methyl forsyth (fluthiacet-methyl), flupyrsulfuron-methyl-sodium, flufenacet, fluoro 226 320292 200920255 σ荅0 flufenpyr-ethyl, flupropanate , flurazepam ° (snoring &amp; 111), flumioxazin, flumiclorac-pentyl, σ 0 flumetsulam, fluridone, flurtamone, flurprimidol, fluroxypyr, flurochloridone , pretilachlor, prodiamine, prosulfuron, prosulfocarb, propaquizafop, propachlor, propazine , propanil, propyzamide, propisochlor, propham, profluazol, propoxycarbazone, propylbenzene Propoxycarbazone-sodium, profoxydim, bromacil, prometryn, prometon, bromoxynil, bromofenoxim, Bromobutide, flavosulam, hexazinone, pethoxamid, benazolin 'penoxsulam, flufenacetam (beflubutamid), pebulate, benzcarbazone Pendimethalin, benzfendizone, bensulide, bensulfuron-methyl, benzobicyclon, benzofenap, NB Bentazone, pentanochlor, pentoxazone, benfluralin, benfuresate, fosamine, acesulfame Fomesafen), Fufensu 227 320292 200920255 (forchlorfenuron), maleic hydrazide, mecoprop, di-tetrachloropropionic acid-P · potassium salt (mecoprop-P), stone Mesosulfuron-methyl, mesotrione, metazachlor, methabenzthiazuron, metamitron, metamigot , methyl-dimuron, metoxuron, metosulam, metsulfuron-methyl, metobromuron, methicillin (metobenzuron), metolachlor, metribuzin, a Mepiquat chloride, mefenacet, monolinuron, molinate, lactofen, linuron, uranium huanglong Rimsulfuron), lenacil, prohexadione-calcium, trinexapac-ethyl, pyroxasulfone, and the following formula [C] Shown as an insulting oxazolidine derivative and the like.

[式中，P表示〇至2的整數；T1及T2相互獨立，.表示氳 原子、鹵原子、氰基、低碳數烷氧基羰基或烷基； G1及G2相互獨立’表示氳原子、C广C6烷基或鹵烷 .- - 基；W表示苯基（經1〜5個相同及/或相異的V取代）；V表 示氫原子、Ci-Ce烷基{可經相同或相異的1至3個鹵原 子、烷氧基、羥基、C广C6烷基硫基、烷基亞 石頁酉基'、C 1〜C6炫1基·酿基、C 1〜C6烧基胺基.、C 1〜C6二烧 基胺基、氰基或苯氧基(可經取代）取代}、烷氧基（可 228 320292 200920255 經相同或互異的1〜3個鹵原子、C广C6烷氧基、C2〜C6烯 .基、C2〜C6快基、Cl〜C6炫氧基幾基、Cl〜C6烧基数基或 c3〜c8環烷基取代）、c3〜c8環烷基氧基或鹵原子]。 再者，可混合或併用的周知殺菌劑化合物，係可舉例 如下：免賴得（benomyl)、貝芬替（carbendazim)、麥穗寧 (fuberidazole)、松樹腐絕（thiabendazole)、多保淨 (thiophanate)、曱基多保淨（thiophanate-methyl)、克氯得 (chlozolinate)、依普同（iprodione)、撲滅寧（procymidone)、 免克寧（vinclozolin)、戎環唾（azaconazole)、比多農 (bitertanol)、漠克°坐（bromuconazole)、環克 °坐 (cyproconazole)、待克利（difenoconazole)、達克利 (diniconazole)、依普座（epoxiconazole)、芬瑞莫 (fenarimol)、腈苯σ坐（fenbuconazole)、.氟嗟峻 .(fluquinconazole)、護石夕得（flusilazole)、護太芬（flutriafol)、 菲克利（hexaconazole)、依滅列（imazalil)、易胺座 (imibenconazole)、種菌 σ坐（ipconazole)、滅特座 (metconazole)、邁克尼（myclobutanil)、尼瑞莫（nuarimol)、 °惡p米11坐富馬酸鹽（oxpoconazole fumarate)、巴克素 (paclobutrazol)、披扶嗤（pefurazoate)、平克座 (penconazole)、撲克拉（prochloraz)、普克利 (propiconazole)、普石泉0坐（prothioconazole)、比芬諾 (pyrifenox)、石夕|^坐(511116〇〇11&amp;2〇16)、得克利 (tebuconazole)、四克利（tetraconazole)、三泰芬 (triadimefon)、三泰隆（triadimenol)、赛福唑（triflumizole)、 229 320292 200920255 賽福寧（triforine)、滅菌唾（triticonazole)、本達樂 (benalaxyl)、呋霜靈（furaiaxyl)、右滅達樂（mefenoxam)、 滅達樂（metalaxyl)、右滅達樂（metalaxyl-M)、歐福拉 (ofurace)、跋殺斯（oxadixyl)、歐地莫（aldimorph)、十二環 嗎啉(dodemorph)、苯銹啶（fenpr〇pidin)、芬普福 (fenpropimorph)、病花靈（piperaiin)、名孢菌素 (spiroxamine)、三得芬（tridemorph)、護粒松（edifenphos)、 丙基吾樂松（iprobenfos)、亞賜圃（isoprothiolane)、白粉松 (pyrazophos)、麥錢靈（benodanil)、白克列（boscalid)、卡佈 辛（carboxin)、芬扶瑞（fenfuram)、福多寧（fiutolanil)、福拉 比（furametpyr)、滅普寧（mepronii')、嘉保信（OXyCarb〇xin).、 吡噻菌胺（penthiopyrad)、賽氟滅（thifluzamide)、布瑞莫 (bupirimate)、二曱嘧酚（dimethirimol)、依瑞莫（ethirimol)、 賽普洛（cyprodinil)、滅派林（mepanipyrim)、派美尼 (pyrimethanil)、大托芬卡（diethofencarb)、亞托敏 (azoxystrobin)、峻菌胺（dimoxystrobin)、依内敏 (enestrobin)、凡殺同（famoxad〇ne)、味唾菌酮 (fenamidone)、氟嘧菌酯（fiuoxastr〇bin)、克收欣 (kresoxim-methyl)、苯氧菌胺（met〇minostr〇bin)、蔣醚菌胺 (orysastrobin)、啶氧菌酯（pic〇xystr〇bin)、百克敏 (pyraclostrobin)、三氟敏（trifloxystr〇bin)、拌種咯 (fenpiclonil)、護汰寧（fludioxonil)、快諾芬（quinoxyfen)、 聯苯（biphenyl)、地茂散（chl〇roneb)、大克爛（dicloran)、依 得利（etridiazole)、五氯硝苯（quintozene)、四氯硝基苯 230 320292 200920255 (tecnazene)、脫克松（1〇1。1〇【08_11^1：]1}^1)、熱必斯（£1；11&amp;11(16)、 百快隆（pyroquilon)、三賽嗤（tricyclazole)、加普胺 (carpropamid)、雙氯氰菌胺（diclocymet)、氰菌胺 (fenoxanil)、環醯菌胺（fenhexamid)、稗草畏（pyributicarb)、 聚1%院(polyoxin)、賓得克利（penCyCuron)、賽座滅 (cyazofamid)、苯醯菌胺（z〇xainide)、保米黴素 (blasticidin-S)、嘉賜黴素（kasugamycin)、鏈黴素 (streptomycin)、維利黴素（vaiidamycin)、克絕（cymoxanii)、 碘克（iodocarb)、普拔克（1)1*〇1^1110“1'13)、硫菌威 (prothiocarb)、百蹣克（binapacryl)、白克蟎（dinocap)、富 米综（ferimzone)、扶吉胺（fluazinam)、TPTA(三苯醋錫 (fentin acetate))、TPTC(三苯氯錫（fentin chloride))、 TPTH(毒菌錫（fentin hydroxide))、歐索林酸（oxolinic acid)、殺紋寧（hymexazol)、辛 π寨酮（octhilinone)、福赛得 (fosetyl)、膦酸（phosphonicacid)及其鹽、克枯爛 (tecloftalam)、σ坐菌肼（triazoxide)、氣硫滅（flusulfamide)、 達滅淨（diclomezine)、石夕嗟菌胺（silthiofam)、二 林 (diflumetorim)、苯σ塞菌胺（benthiavalicarb-isopropyl)、達 滅芬(dimethomorph)、氟嗎啉（flumorph)、異丙菌胺 (iprovalicarb)、雙快醯菌胺（mandipropamid)、經四環黴素 (oxytetracycline)、確菌威（methasulfocarb)、端離丹 (chinomethionat)、唾呋草（fluoroimide)、代森環（milneb)、 氫氧化銅（copper hydroxide)、辛酸銅（copper octanoate)、 氧氯化銅（copper oxychloride)、硫酸銅（copper sulfate)、氧 231 320292 200920255 化亞銅（cuprous oxide)、代森猛銅（mancopper)、8-羥基口f 琳銅（oxine-copper)、硫（sulfur)、富爾邦（ferbam)、鋅猛乃 浦（mancozeb)、锰乃浦（maneb)、免得爛（metiram)、甲基鋅 乃浦（propineb)、得恩地（thiram)、辞乃浦（zineb)、福美鋅 (ziram)、四氯丹（captafol)、蓋普丹（captan)、滅菌丹 (folpet)、四氯異苯腈（chlorothalonil)、益發靈 (dichlofluanid)、曱基益發靈(tolylfluanid)、敵菌靈 . (anilazine)、多寧（dodine)、克熱淨（guazatine)、克熱淨 (iminoctadine)、腈硫酿（dithianon)、苯并嗟二唾 (acibenzolar-S-methyl)、撲殺熱（probenazole)、°塞酿菌胺 (tiadinil)、°塞°圭菌胺（ethaboxam)、環氟菌胺 (cyflufenamid)、丙氧啥'淋(proquinazid)、滅芬農 (metrafenone)、氟口比菌胺（fluopiicolide)、邁隆（dazomet)、 燕麥清（difenzoquat)、亞米布羅姆（amisubrom)、波爾多液 (Bordeaux mixture)、曱苯石黃酸胺（F-991)、鈉乃浦（nabam)、 葉枯淨（phenazine oxide)、聚胺基甲酸酯（polycarbamate)、 定本克（pyribencarb)等。 可混合或併用的周知殺蟲劑.、殺線蟲劑化合物，係可 - · · . . 舉例如下： . · 亞滅培（acetamiprid)、可尼丁（clothianidin)、達特南 (dinotefuran)、益達胺（imidacloprid)、烯 σ定蟲胺 (nitenpyram)、喧蟲淋（thiacloprid)、賽速安（thiamethoxam)、 乙蟲清（ethiprole)、芬普尼（fipronil)、4-曱苯基昇氰酸酯 (acetoprol)、可芬諾（chromafenozide)、氯蟲醯耕 232 320292 200920255 (halofenozide)、滅芬諾(methoxyfenozide)、得芬諾 (tebufenozide)、阿納寧（acrinathrin)、亞列寧（allethrin)、α -賽滅寧(&amp;1卩1^-。7卩61&lt;11^111^11)、冷-賽扶寧〇61&amp;-〇7£11^111^11)、/5-赛滅寧（beta-cypermethrin)、畢芬寧（bifenthrin)、百亞列寧 (bioallethrin)、百列滅寧（bioresmethrin)、乙氰菊酯 (cycloprothrin)、賽扶寧（cyfluthrin)、賽洛寧（cyhalothrin)、 賽滅寧（cypermethrin)、赛酚寧（cyphenothrin)、第滅寧 (deltamethrin)、益避寧（empenthrin)、益化利（esfenvalerate)、 芬普寧（fenpropathrin)、芬化利（fenvalerate)、護赛寧 (flucythrinate)、氟氣苯菊酯（flumethrin)、r -赛洛寧 (gamma-cyhalothrin)、依普寧（imiprothrin)、益洛寧 (lambda-cyhalothrin)、甲醚菊酯（methothrin)、百滅寧 (permethrin)、紛 丁滅寧（phenothrin)、普亞列寧（prallethrin)、 異列滅寧（resmethrin)、剋特寧（Kadethrin)、福化利 (tau-fluvalinate)、七氟菊酯（tefluthrin)、治滅寧 (tetramethrin)、f -賽滅寧（zeta-cypermethrin)、泰滅寧 (tralomethrin)、拜富寧（transfluthrin)、依芬寧（etofenprox)、 合芬寧（halfenprox)、矽護芬（siiafluofen)、免速達 (bensultap)、培丹（cartap)、硫賜安（thiocyclam)、殺蟲雙 (thiosultap-sodium)、毆殺松（acephate)、亞滅松 (azamethiphos)、乙基谷速松（azinph〇s-ethyl)、谷速松 (azinphos-methyl)、卡度赛福（cadusafos)、氯乙氧松 (chlorethoxyfos)、克芬松（chl〇rfenvinphos)、氯甲磷 (chlormephos)、陶斯松（chl〇rpyrifos)、甲基陶斯松 233 320292 200920255 (chlorpyrifos-methyl)、牛壁逃（coumaphos)、氰乃松 (cyanophos)、滅賜松（demeton-S-methyl)、大利松（diazinon)、 二氯松（dichlorvos)、雙特松（dicrotophos)、大滅松 (dimethoate)、甲基毒蟲畏（dimethylvinphos)、二硫松 (disulfoton)、EPN、愛殺松（ethion)、普伏松（ethoprophos)、 氨續鱗（famphur)、芬滅松(fenamiphos)、撲滅松 (fenitrothion)、芬殺松（fenthion)、福賽絕（fosthiazate)、飛達 松(heptenophos)、水胺硫鱗(^〇〇&amp;比〇卩11〇3)、加福松 (isoxathion)、馬拉松（malathion)、滅力口松（mecarbam)、達馬 松(methamidophos)、滅大松(methidathion)、美文松 (mevinphos)、亞素靈（monocrotoph0s)、乃力松(naled)、歐 滅松（omethoate)、滅多松（oxydemeton-methyl)、巴拉松 (parathion)、甲基巴拉松（parathion-methyl)、賽達松 (phenthoate)、福瑞松（phorate)、裕必松(phosalone)、益滅松 Γ (phosmet)、福賜米松(phosphamidon)、巴賽松(phoxim)、甲 基口密唆鱗(pirimiphos-methyl)、佈飛松(profenofos)、撲達松 (propetamphos)、普硫松(prothiofos)、白克松(pyraclofos)、 必芬松（pyridaphenthion)、拜裕松（quinalphos)、治填填 (sulfotep)、丁基哺唆磷（tebupirimfos)、亞培松(temephos)、 托福松（terbufos)、殺蟲畏（tetrachlorvinphos)、硫滅松 (thiometon)、三落松（triazophos)、三氯松（trichlorfon)、繁 米松(vamidothion)、滅線蟲松（imicyafos)、σ比 It 硫攝 (flupyrazofos)、得滅克（aldicarb)、免敵克（bendiocarb)、免 扶克（benfuracarb)、加保利（carbaryl)、加保扶（carbofuran)、 234 320292 200920255 丁基加保扶（carbosulfan)、愛芬克（ethiofencarb)、雙滅必歲 (fenobucarb)、覆滅蜗（formetanate)、吱口南硫威 (furathiocarb)、滅必蝨（isoprocarb)、滅賜克（methiocarb)、 納乃得（methomyl)、必芬治（metolcarb)、殿殺滅（oxamyl)、 比加普（pirimicarb)、安丹（propoxur)、混殺威（trimethacarb)、 XMC、滅爾兹（xylylcarb)、阿寧克（alanycarb)、佈嘉信 (butocarboxim)、丁酮威（butoxycarboxim)、 硫敵克 (thiodicarb)、硫伐隆（thiofanox)、雙三氟蟲脲（bistrifluron)、 克福隆（chlorfluazuron)、二福隆（diflubenzuron)、氟蟎服 (flucycloxuron)、氟芬隆（flufenoxuron)、六伏隆 (hexaflumuron)、祿芬隆（lufenuron)、諾伐隆（novaluron)、諾 伏能（noviflumuron)、得福隆（teflubenzuron)、殺蟲脲 (triflumuron)、阿巴汀（abamectin)、因滅汀（emamectin)、克 凡‘派（chlorfenapyr)、芬諾克（fenoxyearb)、烯蟲乙酯 (hydroprene)、奇諾普林(kinoprene)、美賜平（methoprene)、 1'百利普芬(pyriproxyfen)、得氯蟎（dienochlor)、噻喏哌芬 (cyenopyrafen)、賽芬蜗（cyflumetofen)、螺曱瞒醋 (spiromesifen)、賜派芬（spirodiclofen)、螺蟲乙酯 (spirotetramat)、氟蟲醯胺(Flubendiamide)、富路林芬（伏芬 寧）(flurimfen)、It 尼胺（flonicamid)、氰敗蟲腙 (metaflumizone)、雷納坡（rynaxypyr)、雷美精（lepmectin)、 σ定蟲丙驗（pyridalyl)、ό密蜗醋（fluacrypyrim)、因得克 (indoxacarb)、新殺蜗（bromopropylate)、峻財威（triazamate)、 芬殺瞒（fenazaquin)、芬普蜗（fenpyroximate)、畢達本 235 320292 200920255 (pyridaben)、得芬瑞（tebufenpyrad)、克芬蜗（clofentezine)、 依殺蜗（etoxazole)、合賽多（hexythiazox)、派減淨 (pymetrozine)、布芬淨（buprofezin)、1,3二氣丙烯（i.3_d)、 水胺硫填（isocarbophos)、N-甲基二硫代胺甲酸銨（NCS)、亞 環錫（azocyclotin)、安殺番（endosulfan)、克氣丹（chl〇rdane)、 氯化苦（chloropicrin)、錫蜗丹（cyhexatin)、賜諾殺 (spinosad)、二乙基二硫代胺基曱酸納（Sodium Diethyldithiocarbamate)、芬佈賜（fenbutatin oxide)、氟硫滅 (flusulfamide)、二異硫氰酸曱酯（MITC)、魚藤精（rotenone)、 CL900167、It 化紹納（Sodium aluminum fluoride)、必伏克松 (pyrifluquinazon)、RU-15525、XDE-175、ΖΧί-8901 等。 亦可混合或併用的周知藥害減輕化合物，係可舉例如 下： 解草肼（benoxacor)、解草’卩萼唾（furilazole)、二氯滅 (dichlormid)、雙環酮（dicyclonone)、DKA-24(N1,N2-二稀 丙基-N2-二氯雙環酮（dicyclonone)、DKA-24(N1，N2-二烯丙 基-N2-二氯乙醯基甘胺醯胺）、AD-67(4-二氯乙醯基-1-氧雜 -4-氮雜螺[4.5]癸烷）、PPG-1292(2,2-二氯·Ν-(1，3-二噚烷-2-基甲基）-Ν-(2_丙烯基）乙醯胺）、R-29148(3-二氯乙醯基 -2,2,5-三甲基-1，3-噚唑啶）、克羅冬-美積爾 (cloquintcet-mexyl)、萘二曱酸酐（1,8-Naphthalic Anhydride)、π比 0坐解草酯（mefenpyr-diethyl)、美分派 (mefenpyr)、解草0坐（fenchlorazole ethyl)、解草0定 (fenclorim)、MG-191(2-二氯曱基_2_ 曱基-1，3-二噚烷）、解 236 320292 200920255 草胺腈（cyometrinil)、解草胺（fluraz〇le)、肟草安 (fluxofenim)、雙苯噚唑酸-乙基（isoxadifen-ethyl)、二甲四 氯丙酸（mecoprop)、MCPA、殺草隆（daimuron)、2,4-D、雙 苯噚唑酸（isoxadifen)、MON4660、解草腈（oxabetrinil)、環 丙石黃胺（cyprosulfamide)等。 相關本發明除草劑中的有效成分調配比例，可視需名 適當選擇，當形成粉劑或粒劑等情況時，可從〇.〇1 ^ 10%(重量）、較佳0.05至5%(重量）範圍内適當選擇。當开 成乳劑及水合劑等時’可從1至5〇%(重量）、較佳5互 30%(重量）範圍内適當選擇。此外，當形成油懸劑等情讶 時，可從1至40%(重量）、較佳5至3〇%(重量）範圍内適售 選擇。 本發3月除草劑的施用量係依照所使用化合物的種類、 對象雜草、生長傾向、環.境條件、以及所使用劑型等因素 ，異，當以諸如粉劑及粒劑等形式直接使用的情況，可在 每1公頃有效成分為1§至5〇kg(較佳叫至1〇kg)範圍内 擇。此外，當形成如乳劑、水合劑及油懸劑等液狀 圍内適當選擇。' 本發明的除草劑係可在諸如旱地、水園耸 外，标：=: 或水面施用等方式使用。此 發月的除草劑可用於將諸如 道路、氽玫此社 小析田、田埂、產業 、牧卓種植地、墓地、公園、道路、 建築物周邊空地、開墾地、鐵踗、嘉本/路運動 齡邊、森林等處的—般 320292 237 200920255 驅除。 *本^明的除草劑對於在旱地中會構成問題的各種雜 草，例如：旱苗蓼、睫穗蓼、羊蹄等蓼科；青直、長芒寬、 甜菜根等莧科；北美刺龍葵、龍葵、白#蘆、冬莫子、鬼 田Γ豬草、虞杲人、牵牛花、蒼耳、繁縷、德國洋 ^4亞迪草、紫花地丁、***婆婆納、睫毛婆婆納、 f盍卓、純蠶豆、歐洲黃楚、薺等闊葉雜草，以及諸如： :附子:黃土香、短:葉水料、莎草、碎米莎草等多年生 1年4沙草科雜草；裨、升馬唐、狗尾草、早熟禾 、娘、強生草、大穗看麥娘、鼠麥、野生燕麥草等班草 科雜草等，，從發芽前起 的 吩草 水^ 可用於防除在水田中所生長的諸如： 水稗卓、稗卓、異花莎草、千金子、鴨舌草、 :百上，、尖葉青蝴蝶.，、藍豬耳、無柄花石龍尾、、 :萌戟，、繁縷、雨久花、假柳葉菜、纏^ 口萌、水竹葉等一年生雜草；以及 士 早 水莎草、里兹妯妹从廿 .瓜皮卓、野慈姑、 锋“…』、赏閨、滿江紅澤瀉、大慧草、血藤、馬 、李氏禾、雙穗铸、蓉草、牛毛輯多年生雜、草。 再者，本發明的除草劑對有用植物及用 的安全性，對例如：班德草、小麥、大麥及1用=物具車父高 小米、束'τ巧类朴 大麥、热麥卓、黑麥、 甜菜“工甘策&quot;“二胚牙粞等穀物類；大豆、草棉、 終草、:加:葵、菜軒、落花生、亞麻仁' 、 加掉、地瓜、馬铃薯、番益、兵甘 緣草等將呈現高安全性。 的蔬菜類或結 320292 238 200920255 此處所謂的「有甩作物及有用植物」涵蓋經基因技術 轉形而對除草劑、蟲害、病害等具耐性之基因重組作物或 經育種、選拔而對除草劑、蟲害、病害等呈現耐性的植物， 諸如：玉蜀黍、大豆、草棉、菜籽'紅甘蔗等。 以下，藉由下述實施例詳細說明本發明化合物的式⑴ 化合物之製造方法、製劑例以及用途，惟本發明並不受該 等實施例的任何限制。 另外，以下的說明中，「％」表示「重量百分率「份 表示「重量份」。 [實施例1] 3-(2-羥基_6_侧氧基環己烯.幾基H_甲基喹喏琳 酮（本發明化合物編號丨_2(參照表υ)之製造 (1)1-甲基-2-側氧基-1，2-二氫喹嗓淋_3_羧酸-3-側氧基 -1 -環己烯酯之製造 將1-甲基-2-側氧基-1，2-二氫喹π若啉_3_羧酸46g 、（22,5mmol)溶解於二氯甲烷（2〇〇mL)中，添加N，N•二甲基甲 S&amp;月女（0.5mL)及草醯氯4.3g (33.9mmol)，於室溫中施行授拌 1小吋。將反應混合物在減壓下濃縮，再將所獲得殘渣溶解 於二氯甲烷（100mL)中，將該溶液室溫於滴入L3—環己二酮 2.8g (25.0mmol)與三乙胺2.7g(26.7mmol)溶解於二氯甲烷 (100mL)的溶液中。於室溫中擾拌1小時後，將反應混合物 水洗，再利用無水硫酸鈉乾燥。將無機物濾除後，在減壓 下將溶劑餾除，獲得黃色固體的^甲基_2_側氧基4,2-二氫 喹喏啉-3-羧酸3-侧氧基_1_環己烯酯6 3g(產率94%)。 239 320292 200920255 W-NMR 數據（CDC13/TMS δ (ppm)): r2·^2：&quot; m, ：)； 2,4763'a4H9 (t)H； 8m)i〇2aH；2d)78 (2H，m&gt;，3'77 (3H&gt; s)&gt; 6·13 (1H&gt; s)· (2)3-(2-羥基-6-侧氧基-i_環己烯羰基）_丨_甲基喹喏啉 -2(1H)-酮之製造 將1-甲基-2-側氧基-i，2-二氫喏曙琳_3-缓酸3-侧氧基 -1-環己烯酯6.3g (21.1mmol)溶解於二氯甲烷（1〇〇mL)中， 在該浴液中添加二乙胺2.4g (23.7mmol)及丙酮氰醇 (ImL)，在室溫下攪拌一晝夜。將反應混合物用1〇%鹽酸 洗淨’再利用無水硫酸鈉乾燥，在減壓下將溶劑顧除。將 殘渣在甲醇中再結晶，獲得白色粉末（融點i9丨至【) 的3-(2-羥基冬側氧基+環己烯羰基）小甲基喹喏啉 -2(1H)-酮 4.3g(產率：68%)。 &quot;H-NMR 數據（CDC13/TMS δ (ppm)): &quot;5&quot;6〇2(ίΗΗ'^' (2&quot; ^ —a (2Η&gt;Wherein P represents an integer of 〇 to 2; T1 and T2 are independent of each other, and represent a halogen atom, a halogen atom, a cyano group, a lower alkyl alkoxycarbonyl group or an alkyl group; and G1 and G2 are independent of each other to mean a ruthenium atom, C-C6 alkyl or haloalkyl.-- group; W represents phenyl (substituted by 1 to 5 identical and/or different V); V represents a hydrogen atom, Ci-Ce alkyl {may be the same or phase 1 to 3 halogen atoms, alkoxy groups, hydroxyl groups, C-C6 alkylthio groups, alkyl sulfite groups, C 1 to C6 Hyun 1 bases, C 1 to C 6 alkyl amines , C 1~C6 dialkylamino, cyano or phenoxy (substitutable) substituted}, alkoxy (can be 228 320292 200920255 by the same or different 1~3 halogen atoms, C wide C6 alkoxy group, C2~C6 alkenyl group, C2~C6 fast group, Cl~C6 decyloxy group, Cl~C6 alkyl group or c3~c8 cycloalkyl group), c3~c8 cycloalkyl oxygen Base or halogen atom]. Further, well-known fungicide compounds which can be mixed or used are exemplified as follows: benomyl, carbendazim, fuberidazole, thiabendazole, and multi-preservation ( Thiophanate), thiophanate-methyl, chlozolinate, iprodione, procymidone, vinclozolin, azaconazole, more than thiophene Borertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenarimol, nitrile σ (fenbuconazole), fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, inoculum Ipoconazole, metconazole, myclobutanil, nuarimol, oxpoconazole fumarate, paclobutrazol, pontoon (pefurazoate) , penconazole, prochloraz, propiconazole, prothioconazole, pyrifenox, shixi|^ sit (511116〇〇11&amp;2〇16) , tebuconazole, tetraconazole, triadimefon, triadimenol, triflumizole, 229 320292 200920255 triforine, triticonazole, ben Benalaxyl, furaiaxyl, mefenoxam, metalaxyl, metalaxyl-M, ofurace, oxadixyl ), aldimorph, dodemorph, fenpr〇pidin, fenpropimorph, piperaiin, spiroxamine, three Tridemorph, edifenphos, iprobenfos, isoprothiolane, pyrazophos, benodanil, boscalid, card Carboxin, fenfuram, futonolani l), furametpyr, mepronii', OXyCarb〇xin, penthiopyrad, thifluzamide, bupirimate, diterpene Dimethirimol, ethirimol, cyprodinil, mepanipyrim, pyrimethanil, dietofencarb, azoxystrobin, jun Dimoxystrobin, enestrobin, famoxad〇ne, fenamidone, fiuoxastr〇bin, kresoxim-methyl, benzene Methotrexate, oressastrobin, pic〇xystr〇bin, pyraclostrobin, trifloxystr〇bin, seed dressing Fenpiclonil), fludioxonil, quinoxyfen, biphenyl, chl〇roneb, dicloran, etridiazole, pentachloronitrine Quintozene), tetrachloronitrobenzene 230 320292 200920255 (tecnazene), dextrosone (1〇1.1〇[08_11 ^1:]1}^1), Thermos (£1;11&amp;11(16), pyroquilon, tricyclazole, carpropamid, chloramphenicol (diclocymet), fenoxanil, fenhexamid, pyributicarb, polyoxin, penCyCuron, cyazofamid, benzobacteria Amine (z〇xainide), blasticidin-S, kasugamycin, streptomycin, vaiidamycin, cymoxanii, iodocarb ), Pupk (1)1*〇1^1110“1'13), prothiocarb, binapacryl, dinocap, ferimzone, Assist Fluazinam, TPTA (fentin acetate), TPTC (fentin chloride), TPTH (fentin hydroxide), oxolinic acid, kill Hymexazol, octhilinone, fosetyl, phosphonic acid and its salts, tecloftalam, triazoxide, sulphur Flusulfamide), diclomezine, silthiofam, diflumetorim, benthiavalicarb-isopropyl, dimethomorph, flumorph, Iprovalicarb, mandipropamid, oxytetracycline, methasulfocarb, chinomethionat, fluoroimide, dexamethasone (milneb), copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, oxygen 231 320292 200920255 cuprous oxide, Daisen fierce Copper (mancopper), 8-hydroxyl port oxine-copper, sulfur, ferbam, mancozeb, maneb, mantram , methyl zinc, propineb, thiram, zineb, ziram, captafol, captan, folpet, four Chlorothhenilil, dichlofluanid, Tolylfluanid, anilazine, dodine, guazatine, iminoctadine, dithianon, acibenzolar- S-methyl), probenazole, tiadinil, ethaboxam, cyflufenamid, proquinazid, fenfenon (metrafenone), floopiicolide, dazomet, difenzoquat, amisubrom, Bordeaux mixture, panthene amine (F- 991), nabam, phenazine oxide, polycarbamate, pyribencarb, and the like. Known insecticides, nematicidal compounds, can be mixed or used together. Examples are as follows: · acetamiprid, clothianidin, dinotefuran, benefit Imidacloprid, nitenpyram, thiacloprid, thiamethoxam, ethiprole, fipronil, 4-pyridylphenyl cyanide Acidate (acetoprol), chromafenozide, chlorantranol 232 320292 200920255 (halofenozide), methoxyfenozide, tebufenozide, acrinathrin, allethrin, --赛灭宁(&amp;1卩1^-.7卩61&lt;11^111^11), cold-赛赛宁〇61&amp;-〇7£11^111^11),/5-赛灭宁(beta-cypermethrin), bifenthrin, bioallethrin, bioresmethrin, cycloprothrin, cyfluthrin, cyhalothrin, race Cypermethrin, cyphenothrin, deltamethrin, empenthrin, Yihuali Esfenvalerate), fenpropathrin, fenvalerate, flucythrinate, flumethrin, gamma-cyhalothrin, imiprothrin, benefit Lamma-cyhalothrin, methothrin, permethrin, phenothrin, prallethrin, resmethrin, kettnin Kadethrin), tau-fluvalinate, tefluthrin, tetramethrin, zeta-cypermethrin, tralmethrin, transfluthrin ), etofenprox, halfenprox, siiafluofen, bensultap, cartap, thiocyclam, thiosultap-sodium , acephate, azamethiphos, azinph〇s-ethyl, azinphos-methyl, cadusafos, chloroethene ( Chlorethoxyfos), chf〇rfenvinphos, chlormephos, pottery松 (chl〇rpyrifos), methyl tausson 233 320292 200920255 (chlorpyrifos-methyl), coumaphos, cyanophos, demeton-S-methyl, diazinon, Dichlorvos, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, Pflusson Ethoprophos), famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, amphetamine scale 〇〇& 〇卩11〇3), isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, Monocrotoph0s, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, 赛达松(phenthoate), phorate, phosalone, phosmet ), phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, leucox ( Pyraclofos), pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terfufos, insecticide Tetrachlorvinphos), thiometon, triazophos, trichlorfon, vamidothion, imicyafos, σ ratio It flupyrazofos, dexamethasone Aldicarb), bendiocarb, benfuracarb, carbaryl, carbofuran, 234 320292 200920255 butyl plus carbosulfan, ethiofencarb, double Fenobucarb, formetanate, furathiocarb, isoprocarb, metiocarb, methomyl, metolcarb, Oxalyl, pirimicarb Propoxur, trimethacarb, XMC, xylylcarb, alanycarb, butocarboxim, butoxycarboxim, thiodicarb, sulfur Thiofanox, bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, Lufenuron, novaluron, noififlumuron, teflubenzuron, triflumuron, abamectin, emamectin, gram Chlorfenapyr, fenoxyearb, hydroprene, kinoprene, metoprene, 1' pyriproxyfen, chlorpyrifos (dienochlor), cyenopyrafen, cyflumetofen, spiromesifen, spirodiclofen, spirotetramat, flubendiamide, Flurimfen, Itni (flonicamid), metaflumizone, rynaxypyr, lepmectin, pyridalyl, fluacrypyrim, indoxacarb, New bromopropylate, triazamate, fenazaquin, fenpyroximate, Pythamoto 235 320292 200920255 (pyridaben), tebufenpyrad, clefentezine ), etoxazole, hexythiazox, pymetrozine, buprofezin, 1,3 di-propylene (i.3_d), isocarbophos, N-methyldithiocarbamate (NCS), azocyclotin, endosulfan, chl〇rdane, chloropicrin, cyhexatin , spinosad, sodium diethyldithiocarbamate, fenbutatin oxide, flusulfamide, dimethyl thiocyanate (MITC), Rotenone, CL900167, It Sodium aluminum fluoride, V Eriksson (pyrifluquinazon), RU-15525, XDE-175, ΖΧί-8901 and so on. The known phytotoxicity mitigating compounds which may also be mixed or used are exemplified as follows: benoxacor, furilazole, dichlormid, dicyclonone, DKA-24 (N1, N2-dipropyl-N2-dichloronone, DKA-24 (N1, N2-diallyl-N2-dichloroacetamidamine), AD-67 ( 4-Dichloroethinyl-1-oxa-4-azaspiro[4.5]decane), PPG-1292 (2,2-dichloro-indole-(1,3-dioxan-2-yl) Methyl)-indole-(2-propenyl)acetamidine), R-29148 (3-dichloroethenyl-2,2,5-trimethyl-1,3-oxazolidine), Kro Cloquintcet-mexyl, 1,8-Naphthalic Anhydride, π ratio 0 mefenpyr-diethyl, mefenpyr, fenchlorazole ethyl ), fenclorim, MG-191 (2-dichloroindenyl-2- decyl-1,3-dioxane), solution 236 320292 200920255 cymetrinil, fluraz 〇le), fluxofenim, isoxadifen-ethyl, mecoprop, MCPA, chlorpyrifos Daimuron), 2,4-D, isoxadifen, MON4660, oxabetrinil, cyprosulfamide, etc. Relevant ratio of active ingredient in the herbicide of the present invention can be visualized The name should be appropriately selected, and when powder or granules are formed, it can be appropriately selected from the range of ^.〇1 ^ 10% by weight, preferably 0.05 to 5% by weight. When starting with emulsions and hydrating agents, etc. The time ' can be appropriately selected from the range of 1 to 5 % by weight, preferably 5 to 30% by weight. Further, when an oil suspension is formed, it can be from 1 to 40% by weight. Appropriate for sale in the range of 5 to 3 % by weight. The application rate of the herbicide in March is based on the type of compound used, the weeds of the object, the growth tendency, the environmental conditions, and the dosage form used. , when used directly in the form of powders and granules, it may be selected within the range of 1 § to 5 〇 kg (preferably to 1 〇 kg) per 1 hectare of active ingredient. The liquid mixture such as the hydrating agent and the oil suspension is appropriately selected. The herbicide of the present invention can be used in, for example, dry land and water. Outside the garden, the standard: =: or water surface application. This month's herbicide can be used for such things as roads, 氽 此 社 社 、 、 、 、 、 、 埂 埂 埂 埂 埂 产业 产业 产业 产业 产业 埂 埂 埂 埂 墓 墓 墓 墓 墓 墓 路 路 路 路 路 路 路 路 路 路 路 路 路 路 路 路 路Sports age, forests, etc. - 320292 237 200920255 Expelled. * The herbicides of this class are suitable for various weeds that may pose problems in dry land, such as: dry nursery, scallion mites, and hooves; stalks such as stalks, stalks, and beetroots; Kwai, Solanum nigrum L., White #芦,冬莫子, 鬼田Γ猪草, 虞杲人, Morning Glory, Xanthium, Traditional Chinese, German Ocean ^4 Yadi Grass, Purple Flower Ding, Arabian Mother-in-law, Eyelash Mother Broad-leaved weeds such as Na, f盍, pure broad beans, European yellow Chu, alfalfa, and such as: : aconite: loess, short: leaf water, sedge, broken sedge, etc. perennial 1 year 4 sandgrass Weeds; 裨, Shengmatang, foxtail, bluegrass, mother, Johnson, grass, big stalks, maiden, wild oat grass, etc., grasses from the grass before the germination ^ available For the prevention of growth in paddy fields such as: Minzhuo Zhuo, Zhuo Zhuo, different flower sedge, thousand gold, ragweed,: Baishang, and pointed green butterfly.,, blue pig ear, sessile flower dragon tail , , : Meng Meng, 繁繁, rain long flowers, fake willow leaves, wraps ^ mouth sprouts, water bamboo leaves and other annual weeds; and Shizao water sedge, Leeds sister廿. Guapi Zhuo, wild sage, front "...", 闺 闺, Man Jiang Hong Ze Xie, Da Hui Cao, blood vine, horse, Li Shihe, Shuangsui Cast, Rongcao, Niu Mao series perennial miscellaneous, grass. The herbicide of the present invention is useful for the safety of useful plants and for use, for example, Bender grass, wheat, barley, and 1 use material, the parent Gao Gaomi, the bunch 'Tauchi class barley, hot Mai Zhuo, rye, Beet "Gan Gan policy" "two embryos such as embryos; soybeans, grass cotton, grass, plus: sunflower, vegetable, peanut, linseed", added, sweet potato, potato, Fanyi, Bingzhicao grass and so on will be highly safe. Vegetables or knots 320292 238 200920255 The so-called "sweet crops and useful plants" here cover genetically modified genes that are resistant to herbicides, insect pests, diseases, etc. Recombinant crops or plants that are resistant to herbicides, insect pests, diseases, etc., such as: maize, soybean, grass cotton, rapeseed 'red sugar cane, etc. Hereinafter, the production method, formulation examples and uses of the compound of the formula (1) of the compound of the present invention will be described in detail by way of the following examples, but the present invention is not limited by the examples. In addition, in the following description, "%" means "% by weight" means "parts by weight". [Example 1] 3-(2-hydroxy-6-oxo-cyclohexene. Alkyl H-methylquinolinone (Product No. 丨_2 (see Table) of the present invention) (1) 1 -Methyl-2-oxooxy-1,2-dihydroquinoxaline _3_carboxylic acid-3-o-oxy-1 -cyclohexene ester -1,2-dihydroquino-pyroline_3_carboxylic acid 46g, (22,5mmol) was dissolved in dichloromethane (2〇〇mL), and N,N•dimethylmethyl S&amp; 0.5 mL) and 4.3 g (33.9 mmol) of chlorophyll chloride were stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the obtained residue was dissolved in dichloromethane (100 mL). The solution was dissolved in a solution of 2.8 g (25.0 mmol) of L3-cyclohexanedione and 2.7 g (26.7 mmol) of triethylamine in dichloromethane (100 mL) at room temperature. After stirring for 1 hour at room temperature. The reaction mixture is washed with water and dried over anhydrous sodium sulfate. After the inorganic material is filtered off, the solvent is distilled off under reduced pressure to give &lt;RTI ID=0.0&gt; 3-carboxylic acid 3-oxo-1 -cyclohexenyl ester 6 3 g (yield 94%). 239 320292 200920255 W-NMR data (CDC13/TMS δ (ppm)): r2·^2 :&quot; m, :); 2,4763'a4H9 (t)H; 8m)i〇2aH; 2d)78 (2H,m&gt;,3'77 (3H&gt;s)&gt; 6·13 (1H&gt; s (2) 3-(2-hydroxy-6-oxo-i-cyclohexenecarbonyl)_丨_methylquinoxaline-2(1H)-one is produced by 1-methyl-2- The pendant oxy-i,2-dihydroindole _3-sero-acid 3-oxo-l-cyclohexenyl ester 6.3 g (21.1 mmol) was dissolved in dichloromethane (1 mL), To the bath was added 2.4 g (23.7 mmol) of diethylamine and acetone cyanohydrin (1 mL), and the mixture was stirred at room temperature for a day and night. The reaction mixture was washed with 1% hydrochloric acid and dried over anhydrous sodium sulfate. The solvent was removed by pressing, and the residue was recrystallized from methanol to give a white powder (3-(2-hydroxy-whenoxy)-cyclohexenecarbonyl) 2(1H)-ketone 4.3g (yield: 68%) &quot;H-NMR data (CDC13/TMS δ (ppm)): &quot;5&quot;6〇2(ίΗΗ'^' (2&quot; ^_a (2Η&gt;

[實施例2] ’ S 2-(2-羥基·6_側氧基環己烯羰基）_4_苯基-吡啶并 [2,3-b]吡哄-3(4Η)-酮（本發明化合物編號IV_1(參昭叫 之製造乂， ^ 將3-側氧基-4-苯基_3,4_二氫吡啶并[2,3_b]吼啡幾 酸6.5〇g (24mmol)溶解於二氯甲烧⑽址）中，依序在該溶 液中添加N，N_二曱基甲醯胺（〇.5mL)及草醯氯3.8g (Ommol) ’於至溫中㈣〗小時。待確認反應結束後，在 減壓下將㈣贿。將賴得殘祕解於二氯甲郎) 320292 240 200920255 中’在將1，3-環己二酮2.7g(24mmol)及三乙胺2.5g(24mmol) 溶解於二氯甲烷（3〇mL)的溶液中，將該溶液在〇。〇下歷時5 分鐘滴入。將反應溶液返回室溫並施行3小時攪拌後，添 加丙S同氰醇（lmL)與三乙胺2.5g (24mmol) ’在室溫下授拌 12小時。待確認反應結束後，在反應溶液中添加水 (50mL)，使用1〇%氫氧化鈉水溶液將反應溶液調整為 pH12 ’並分液。在水層中添加6N鹽酸，調整為pH 1之後， 用一氯甲烧萃取。將所獲得之有機層用無水硫酸鎮乾燥 後’在減壓下將溶劑餾除。將所獲得殘渣用甲醇洗淨，獲 得2-(2-羥基-6·側氧基_1_環己烯羰基）_4_苯基_吡啶并 [2,3-b]°比哄-3(4H)_酮 6.5g (產率：73%)。 b-NMR 數據（CDC13/TMS δ (ppm)): 2.06 (2H, t), 2.44 (2H, s), 2.77 (2H, t), 8-47 (1H, d), 16. l〇 (1H,_ s) 7.30 (3H, d), 7.53 (3H, m), 8.18 (1H, m), [實施例3 ] 2-(2-每基-6-側氧基-l_環己稀裁基）_4_(4_曱氧基苯 、基)-吼啶并[2,3-bp比畊-3(4H)-酮（本發明化合物編號 IV-62(參照表39))之製造 將4-(4-曱氧基苯基）-3-侧氧基_3,4_二氫吼u定并[2,3 _b] 吡畊羧酸4.4g(15mmo1)溶解於二氯曱烷（lOOmL)中，在 該溶液中依序添加ν,ν-二甲基曱醯胺（(K5mL)與草醯氣 3.8g (30mmol)，在加熱回流下施行i小時攪拌。待確認反 應結束後，將反應溶液冷卻至室溫，在減壓下將溶劑餾除。 將所獲得殘渣溶解於二氯甲烷（30mL)中，將該溶液於〇\c 下歷時5分鐘滴入l，3-環己二酮18g (16mm〇1)及三乙胺 320292 241 200920255 1.8g (18mmol)溶解於二氯曱烷（30mL)的溶液中。使反應溶 液返回室溫，施行3小時攪拌後，添加丙酮氰醇（lmL)及 三乙胺1.8g (18mmol)，在室溫下攪拌12小時。待確認反 應結束後’在反應洛液中添加水（2〇mL)，使用1 〇%氮氧化 納水溶液，將反應溶液調整為pH 12，並施行分液。在水層 中添加6N鹽酸，調整為pH 1之後，用二氣甲烧萃取。將 所獲得之有機層用無水硫酸鎂乾燥後，在減壓下餾除溶 劑。將所獲得之殘渣用甲醇洗淨，獲得2_(2_羥基_6_側氧 基-1-環己烯Ik基）-4-(4-甲氧基苯基）_ ^比σ定并[2,3_b] π比 哄-3(4H)-_ 4.5g (產率：78%)。 !H-NMR #iL«(CDCl3/TMS δ (ppm))： a：π S S； til S, a； 2·77 (2H&gt; ^ 3·86 (3Η· -7 ^ ^ 7-8 (2H) d), [實施例4] · 3-羥基-2-(1-甲基_2_硫酮基_lv2_二氫喹喏啉_3_基-羰 基）-2-環己烯-1-酮（本發明化合物編號參照表η))之 製造 將1-甲基-2-侧氧基-:1,2-二氫喹喏啉_3_羧酸乙酯2 4g (10.3mmol)、與勞森試劑（Lawesson's reagent)4.2g (10.4mm〇l)添加於甲苯(5〇mL)中，將該混合物的液溫維持 於100°C並施行一晝夜攪拌P將反應混合物冷卻至室溫 後，在減壓下將溶劑餾除。在殘渣中添加氯仿，將不溶物 濾除’將濾液在減壓下濃縮。將所獲得殘渣溶解於乙醇 (300mL)中，在至溫下添加25%氫氧化納水溶液（pg，在 室溫下攪拌一晝夜。將反應混合物在減壓下濃縮，並添加 320292 242 200920255 水，使用10%鹽酸調整為pH 1。濾取所析出的固體，並用 水洗淨。將所獲得固體乾燥，將該固體溶解於氯仿（5〇mL) 中’並添加草醯乳1.7旦（13.4111111〇1)及]^，1\[-二甲基甲醯胺1 滴，在室溫下攪拌2小時，在減壓下濃縮。將所獲得殘渣 溶解於氯仿（20mL)中，添加1,3-環己二酮0.84g(7 49mm〇1) 及三乙胺0.83g(8.20mmol)，於室溫中攪拌】小時。在室溫 下添加三乙胺〇.83g(8.20mmol)與丙酮氰醇0 64g (7.52mmol)’在室溫下施行2日攪拌。將反應混合物用ι〇% 鹽酸洗淨，甩無水硫酸鎂乾燥，在減壓下將溶劑餾除。將 所獲得殘渣用矽膠管柱色層分析（展開溶劑：醋酸乙酯/氯 仿=1/1)精製。將所獲得固體用醋酸乙酯洗淨，獲得黃色粉 末（融點300°C以上）的3-羥基-2-(1-甲基_2_硫酮基-i，、二氫 喧11 右琳-3-幾基）-2-環己烯-1-酮〇.4〇g。 W-NMR 數據(DMSO-d6/TMS δ.(ρΡπι)): (3H, s), 7.44 (1H, t)„ [實施例5 ] 5-氟-3-(2-羥基-6-側氧基-l_環己晞羰基）甲氧基 苯基）-啥°右琳-2( 1H)- _ (本發明化合物編號丨86(參照表 24))之製造 / ’、、、 將5_氟-1-(4-甲氧基苯基）_2_侧氧基二氳喹喏啉 -3-羧酸ll.lg (35mm〇1)溶解於氯仿（3〇〇inL)中，在該溶液 中依序添加Ν,Ν-二甲基曱醯胺（05mL)及草醯氯67g (53mm〇l)，於室溫中攪拌〗小時。待確認反應結束後，在 減壓下將溶劑餾除。將所獲得殘渣溶解於氯仿（丨〇〇mL) 320292 243 200920255 中，將該溶液在〇°C下歷時5分鐘滴入1，3-環己二酮4.4g (39mmol)及三乙胺4.3g (43mmol)溶解於氯仿（2〇〇mL)的溶 液中。使反應溶液返回室溫並施行3小時攪拌後，添加丙 酮氰醇1.5g (18mmol)及三乙胺4.3g(43mmol)’在室溫下攪 拌12小B守。將反應ί谷液用1 〇 %鹽酸洗淨，再用無水硫酸 鈉乾燥後，在減壓下將溶劑餾除。將所獲得之殘逢用甲醇 '洗淨’獲得淡橙色粉末的5-|t-3-(2-經基-6-側氧基-1·環己 稀羰基）-1-(4-甲氧基苯基）-啥嗔琳_2(1H)-酮13.6g(產率： 94%) 〇 W-NMR 數據（CDC13/TMS δ (ppm)): 2.06 (2H, m), 2.43 (2H, br), 2.75 (2H, t), m). 7.26-7.35 (3H, ra), 16.19 (1H, s) 3. 88 (3H, s), 6. 57 (1H, d)，7. 01-7. i〇 (3H, [實施例6] 5-氯-3-(2-羥基-6-侧氧基環己烯羰基）曱氧基 苯基）-喹喏啉-2( 1H)-酮（本發明化合物編號丨94(參照表. 24))之製造 將5-氯-1-(4-曱氧基苯基）_2-側氧基_ι,2_二氫喹喏啉 -3-羧酸6.7g (20mmol)溶解於氯仿（300mL)中，在該溶液中 依序添加N，N-二甲基曱醯胺（〇.5mL)及草醯氯5.2g (41mmol)，於室溫中攪拌1小時。待確認反應結束後，在 減壓下將溶劑德除。將所獲得殘渣溶解於氯仿（7〇mL)中， 將該溶液於0°C下歷時5分鐘滴入ι，3-環己二酮2.5g (22mmol)及三乙胺2.5g (25mmol)溶解於氣仿（70mL)的溶 液中。將反應溶液返回室溫並施行3小時攪拌後，添加丙 酮氰醇0.86g (lOmmol)及三乙胺2.5g (25mm〇l)，在室溫下 320292 244 200920255 攪拌12小時。將反應溶液用10%鹽酸洗淨，再用無水硫 酉欠納乾燥後’在減壓下將溶劑德除。將所獲得之殘清用醋 酸乙酯洗淨，獲得淡橙色粉末的5_氯_3_(2_羥基_6_側氧基 -1-環己烯羰基）-1-(4-曱氧基苯基）喹喏啉6 〇g (產率：70%)。 h-NMR 數據（CDC13/TMS δ (ppm)): 6.71 (1H, d), 7.09 (2H, d), 2.06 (2H, m), 2.44 (2H, br), 2.75 (2H, t), 3.88 (3H, s) 7.25-7.30 (3H, m), 7.39 (1H, d), 16.23 (1H,. s) ’ ’ [實施例7] 1-(苯并[d][l，3]二噚茂（di〇x〇l)-5-基）-3-(2-羥基-6-侧氧 基-1-環己烯羰基）-喹喏啉_2(ih)-酮（本發明化合物編號 1-202(參照表9))之製造 將1-(苯并[d][l，3]二噚茂-5-基)-2-側氧基-1,2-二氫喹喏 啉-3-羧酸5.7g (19mm〇l)、草醯氯3.lg (24mm〇1)溶解於二氯 曱烷（10mL)中’添加二曱基甲醯胺〇.〇26g(〇.35mm〇1)，·在 加熱回流下施行2小時攪拌。待榷認反應結束後，在減壓 下將溶劑餾除，獲得黃色結晶的1_(苯并[^[13]二嘻茂_5_ 基）-2-侧氧基-1，2-二氫喹喏琳_3_羰基氯。（製造中間體的化 合物編號IX-73) h-NMR 數據（CDCVTMS δ (ppm)): ti'V〇4 aii d)74'6·76 (2H，m)，6·88 (1H' d)- 7·01 (1H* 7·43 (1H. 將所獲得之1-(苯并[d][1，3]二噚茂_5_基）_2_側氧基 -1，2-二氫喹喏啉羰基氯溶解於二氯甲烷（3〇mL)中，並在 冰冷下滴入由1,3-環己二酮2.7g (24mm〇l)、三乙胺3.7g (36mmol)及二氯甲烷（20mL)構成的混合液中。在室溫下施 245 320292 200920255 行3小時攪拌後’添加丙酮氰醇〇 〇4g (〇 53mm〇1)、三乙胺 3.7g(36mm〇l)，在室溫下施行攪拌12小時。將反應溶液添 加於水中，將水層用10%鹽酸酸化後，用二氣甲烷萃取。 將所獲得之有機層用無水硫酸鎂乾燥後，將無機物濾除。 將/谷劑在減.壓下顧除’將所獲得之殘渣添加於曱醇、水的 混合溶液中而固化，藉由過濾而取出，經乾燥，獲得普色 無定形物質的1-(苯并[d][l,3]二噚茂-5_基）_3_(2_羥基_6_侧 氧基- l-ί衣己細幾基）-π奎π若琳_2(1 H)-綱5.5g(產率75%)。 W-NMR 數據（CDC13/TMS δ (ppm)): 6.38-6.87 (3H, m), 2.03-2.05 (2H, m), 2.43 (2H, brs), 2.73 (2H, t), 6.08 (2H d) 6.99 (1H, d), 7.29-7.43 (2H, m), 7.88 (1H, d), 16.27 (1H, 's) [實施例8] 1-(2,3-二氫苯并[b]l，4-二曙英（相當於苯并_i，4_二口琴 烯）(dioxin)-6-基）-3-(2-羥基-6·侧氧基-l_環己烯羰基）_喹喏 啉_2(111)-酮（本發明化合物編號^209(參照表1〇)).之製造 將1-(2,3-一虱苯并[b]l，4-二噚英-6-基）-2-侧氧基_1,2_ i二氫喹嗜啉-3-羧酸9.9g(31mmol)溶解於二氣曱烧（1〇〇mL) 中’在該溶液中依序添加Ν,Ν-二曱基甲醯胺（05mL)及草 醯氯4.7g(37mmol)，於室溫中施行攪拌1小時。待確認反 應結束後’在減壓下將溶劑餾除，獲得黃色結晶的丄_(2,3_ 二氫苯并[b]l，4-二噚英-6-基）-2-側氧基·ΐ，2_二氫喹喏啉_3_ 羰基氯。（製造中間體的化合物編號ΙΧ—75) b-NMR 數據（CDC13/TMS δ (ppm)): 4^33 (4H, s), 6.74-6.89 (3H, m), 7.08 (1H, d), 7.44 (1H, t), 7.55 (1H, t), 8. 02 (1H, 將所獲得1_(2,3-二氫苯并[b]l，4-二噚英_6_基）_2_側氧 320292 246 200920255 基-1，2-二氮啥。若琳_3_貧基氯溶解於二氯甲烷中，將 該溶液於（TC下歷時5分鐘滴入！，3_環己二_ (2g (37醜〇1) 及三乙胺6.2g (61mm〇l)溶解於二氣甲烷（3〇mL)的溶液 中。將反應溶液返回室溫並施行3小時攪拌後，添加丙酮 氰醇（lmL)與三乙胺6.2g(61mmol)，在室溫下施行攪拌^ 小N*。待確涊反應結束後，在反應溶液中添加水（5〇瓜乙）， 並使用10%氫氧化鈉水溶液將反應溶液調整為pH丨2，並施 行分液。在水層中添加6N鹽酸，經調整為pHl之後，用 一氯甲烧萃取。將所獲得之有機層用無水硫酸鎮乾燥後， 在減壓下將溶劑餾除。將所獲得之殘渣利用甲醇洗淨，獲 得乳白色結晶的1-(2,3-二氫苯并[b]l，4-二Π等英-6-基)-3-(2_ 羥基-6-側氧基-l_環己烯羰基）_喹喏啉_2(1H)酮5.2g(產 率：40%)。 W-NMR 數據（CDC13/TMS δ (ppm)): m)〇2^4〇\lHH，d)l)，722R447(f\br)，f ?3'2· 77 (2H&gt; 4· 32 (4H, s), 6.84-6.87 (3H, m), 7.04 (1H，d)’ 7.28-7.42 (2H, m), 7.87 (1H，d), 16.3 (1H, s) [實施例9] ， 4-(3-氟-4-甲基苯基）-2-(2-羥基-6-侧氧基-1-環己烯羰 基）-π比咬并[2，3 - b ]吡哄-3 ( 4 Η)-酮（本發明化合物編號 IV-222(參照表43))之製造 將4-(3-氟-4-曱基苯基）-3-側氧基-3,4-二氫啦啶并 [2,3-b]«比畊-2-羧酸24g(80mmol)溶解於氣仿180ml中，添 加N，N-一曱基甲酿胺（lml)、草隨氯20g (1 60mmol)，並在 40°C下施行1小時攪拌。待確認反應結束後，在減壓下餾 除溶劑。將所獲得之殘渣溶解於氯仿（180mL)中，在將1,3- 247 320292 200920255 環己二酮10g(90mmol)及三乙胺9.0g(90mm〇l)溶解於氯仿 (180mL)中的溶液中，將該溶液於〇。〇下歷時5分鐘滴下。 將反應溶液返回室溫並施行3小時攪拌後，添加丙酮氰醇 0.8g(10mm〇l)與三乙胺9.0g(90mmol)，並在室溫下施行攪 拌12小時。 待確認反應結束後，在減壓下餾除溶劑，用醋酸乙酯 萃取’添加10%氫氧化鈉水溶液而調整為pH=i2。接著， 在所獲得水層中添加6N鹽酸而調整為pH=1，並再度用氯 仿萃取。在有機層中添加無水硫酸鎂與弗洛西（florisil)並 乾燥’在減壓下將溶劑餾除，將所獲得之殘渣用甲醇洗淨， 獲得4-(3-氟-4-甲基苯基）-2-(2-羥基_6_側氧基_丨_環己烯羰 基）-。比啶并[2,3-b]吼畊·3(4Η)-酮15g(產率48%)。 H-NMR 數據（CDCI3/TMS δ (ppm)) : 2.07 (2H，..t), 2.35 (3H, (2H, m), 8.18 (1H, dd), 7. 06 (2H, d), 7.29-7.41 d), 2.44 (2H, brs), 2.78 (2H, t),. 8.48 (1H, dd), 16.06 (1H, brs) [實施例10] 3-(2-羥基-6_側氧基-i-環己烯羰基甲基_2•吡啶 基）-喹喏啉-2(1H)-酮（本發明化合物編號^73(參照 之製造 ^ ’、、、 (1)1-(6-甲基_2_吡啶基）_2_側氧基^，孓二氫喹喏啉_3 缓酸-3-側氧基_ 1 _環己婦酯之製造 將1 (6-甲基定基）_2-側氧基-i，2_二氫嗟。若淋 羧駄23.3g溶解於氯仿（1⑻ml)中，添加草醯氯2l.〇g，並 於至溫中攪拌1小時。將溶劑在減壓下餾除，再將殘渣溶 解於氯仿100ml中，添加1，3-環己二酮l〇.2g、三乙胺 320292 248 200920255 lo.lg，於室溫下施行2小時授摔。將反應混合物注入於水 中，用氯仿萃取。將有機層用飽和食鹽水洗淨，用無水硫 酉欠鎂乾燥後’將溶劑在減壓下餾除，獲得l_(6_曱基_2_吡 疋基）2側氧基_ι，2_二氫喹喏啉_3_羧酸側氧基_ι_環己 稀醋28.8g 〇 W-NMR 數據（CDC13/TMS δ (ppm)): 2.12 (2H，m)，2.46 (2H, t) 2 Rt： cou 、 7.28 (1H, d), 7.51 (3H, 7. 93 (iVdj/s'oa(QH,'d) 6''' QH，QH，d)， (2)3-(2-羥基_6-側氧基-1-環己烯羰基）-1-(6-甲基-2-吼 啶基）-喹喏啉-2(1H)-酮之製造 將1 - (6 -曱基-2 -吡啶基）_ 2 -側氧基_〗,2 _二氫喹喏啉_ 3 _ 叛酸3_側氧基-1-環己烯酯28.8g溶解於乙腈i〇0ml中.，添 加三乙胺9.3g、丙酮氰醇7.2g，並在80。(：下施行1小時摱 拌。在減壓下餾除溶劑，再將殘渣溶解於氯仿中，而形成 pH’&lt; 4。將有機層用飽和食鹽水洗淨，用無水硫酸鎂乾燥 後，在減壓下餾除溶劑，獲得3_(2_羥基_6_側氧基_丨_環己 烯羰基）-1-(6-甲基吡啶基）_喹喏啉_2(ih)-酮24.2g。 W-NMR 數據（CDC13/TMS δ (ppm)): 7.89 (m, 2H), 16.32(t(s&gt;2HiH)2'64 (s, 3H), 2l 76 (t, 2H) * 6,68 (s&gt; 1H)&gt; 7· 39 (m, 4H), 依上述實施例1至l〇所獲得之化合物及依照與該等實 施例相同方法所製得之本發明化合物的物性值如表124至 表13 4所示。 320292 249 200920255 【表124】 化合物編號 Π~ 1-2 1-5 1-7 1-12 1-13 1-14 Μ5 1-18 1-21 1-22 1-30 1-35 1-40 1-49 1-50 1-57 1-58 1-59 1-62 1-65 1-67 1-68 1-69 1-70 1-71 1-72 1-80 1-81 1-82 1-88 1-90 1-91 1-92 1-93 1-94 1-99 1-100 1-101 1-102 1-103 1-107 1-111 1-112 1-113 1-120 1-125 1-126 1-128 融點(°C)或折射率（nD20) 點點點點點點點^^點點點點點點點點點融融献融融衝衝細衝挪敗狀狀 融點 融點 折射率 融點 融點 融點 融點 融點 融點 融點 融點 融點 融點 融點 點點點點點點點點點點點點點點點點 融融融融融融融融融融融融融融融融 84-86 191- 192 193-195 155-157 164-165 151-152 172-174 1.6148 157-159 144-147 125-128 171-172 205-206 190-192 140-141 144-145 201-203 無法測定 1.5663 164-166 1.6070 184-185 151-152 216-218 179-181 203-205 179-181 249-251 272-274 226-228 142-144 153-155 148-149 218-222 油狀 186- 187 187- 189 217-219 239-241 181-183 184-186 181-183 214- 216 192- 194 195196 215- 218 203-204 207-210 233-235 250 320292 200920255【表125】 化合物编號 ~~M31 ~ 1-136 1-137 1-139 1-144 1-145 1-148 1-149 1-156 1-158 1-159 1-160 1-163 1-165 1-166 1-167 M71 1-173 1-176 M77 1-178 1-179 1-180 1-182 1-185 1-189 1-195 1-197 1-199 1-201 1-202 1-207 1-209 1-211 1-212 1-213 1-220 1-221 1-223 1-225 1-227 1-229 1-230 1-238 1-241 1-243 1-245 1-247 1-249 1-250 1-256 1-263 融點(它）或折射率(nD2Q) 點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點 融融融版融^^^^-融融融融融融^^融^融^-^-^-^^-^-融^-^-^^融^^^^^^融^融融融融融融融融^融融 207-208 178- 181 126-127 189-192 171- 174 87-88 207- 208 73-75 105Ί07 133-135 油狀 168169 182-183 185-187 99-101 150-153 177-179 177-179 170-171 125*128 115- 117 116- 118 129-130 208- 210 168-170 141-144 237-239 217-21S 187-189 156-157 150- 151 146-147 246-248 151- 153 199-200 172- 175 235-237 187-189 213-216 225-228 205-207 162-163 161-164 179- 181 161-164 170-171 229-231 233-235 225-226 195-197 300以上 148-150 200920255【表126】 化合物編號 ~1-264~~ 1-265 1-266 1-267 1-268 1-269 1-270 1-271 1-272 1-273 1-274 1-275 1-276 1-277 1-278 1-279 1-280 1-281 1-282 1-283 1-284 1-363 1-364 1-365 1-366 1-367 1-368 1-371 1-372 1-373 1-379 1-380 1-385 1-388 1-395 融點(°C)或折射率（nD2()) 占占占占占AQi占占έ占占 占占占占t占έ 占占占占S占i 黑黑黑&quot;&quot;黑黑&quot;&quot;黑絜&quot;黑絜黑黑黑累黑ss-ss黑黑黑黑絮&quot;&quot;黑黑&quot;霍· -y、 ,τ»ζ /Λ ·ΤΛ ·ζ ΤΛ 'ζ . ζ » —y»-ρ&quot;-ρ&quot;,ζ ¢. -pw_ρ&quot;,7&quot;r* ί ί , f* lnf —y*·, y&quot;1R _ ί ·ί 'Τ.Λ »β 'ί 1ΡΗ 融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融 170-173 193- 195 199-200 163- 166 127-129 211- 213 167169 138- 140 173-174 141-143 148-150 204- 205 無法測定 135-137 144-145 166*168 186-188 139- 141 164- 165 190*192 160-162 250-252 168-170 182-183 212- 214 208-210 152-154 189-190 205- 207 124-126 208-209 146-147 194- 196 172-175 140- 142 252 320292 200920255 【表127】 化合物編號 融點(艺）或折射率（nD2l)) II-1 融點 68-71 II-4 融點 203-204 Π-5 融點 180Ί82 II-6 融點 172-174 II-7 融點 177-178 Π-8 融點 70-72 II-9 融點 100-101 II· 11 融點 202-204 Π-13 融點 201-202 11-14 融點 105-107 II-15 融點 176Ί79 11-20 融點 93-94 11-21 融點 123-126 11-23 融點 136*138 11-24 融點 101-104 11-29 融點 169-171 11-33 融點 147-149 11-39 融點 125-127 11-44 融點 112-114 11-51 融點 264-266 Π-52 融點 201-202 Π-57 融點 124-125 Π-62 融點 112-114 Π-63 融點 175-177 11-64 融點 174-176 Π-68 融點 164-167 11-69 融點 88-90 Π-71 融點 78-80 Π-74 融點 106-108 Π-75 融點 173-175 Π-81 融點 135-136 Π-84 融點 149-150 Π-90 融點 103-105 11-95 融點 111-113 Π-101 融點 61-64 11-116 融點 93-96 11-121 融點 125-128 11-122 融點 172-174 11-124 融點 91-94 11-125 融點 274-277 11-129 融點 230-232 Π-130 融點 96-99 11-131 融點 136-137 11-136 融點 143-146 11-137 融點 107*110 253 320292 200920255 【表128】 化合物編號 融點(°C)或折射率（nD20) Π-140 融點 128-130 11-146 融點 111-113 11-149 融點 101-103 IM67 融點 108-110 II-168 融點 122-123 11-169 融點 215-216 Π-173 融點 185-188 IM74 融點 98-101 11-175 融點 110-112 II-177 融點 136-138 Π.178 融點 113-115 Π-179 融點 190193 ΠΊ80 融點 106109 Π-185 融點 124.126 ΠΊ86 融點 242-245 ΠΊ87 融點 114-116 IP 188 融點 136-138 Π-189 融點 187-189 Π-190 融點 217-219 11-193 融點 173-175 XI-194 融點 105-107 Π-195 融點 191-193 Π-196 融點 120-122 Π-197 融點 205-207 11-205 融點 139-142 Π-208 融點 102-104 Π-209 融點 109-111 11-210 融點 98-100 Π-211 融點 113-115 11-212 融點 126-129 11-213 融點 171-172 Π-2Χ4 融點 97-99 11-215 融點 116-117 ΙΪ-216 融點 181-183 Π-217 融點 197-199 Π-218 融點 138-140 11-219 融點 183-185 Π-220 融點 128-130 Π-221 融點 106-109 Π-222 融點 91-92 11-223 融點 110-111 11-224 融點 143-145 Π-225 融點 135138 11*226 融點 141-143 Π-227 融點 201-203 Π-228 融點 182-185 Π-229 融點 145-148 254 320292 200920255 【表129】 化合物編&amp; 融點0C)或折射率（nD2D) 11-230 融點 161-163 11-231 融點 154-157 11-232 融點 205-208 II-233 融點 212-214 11-234 融點 118-121 11-235 融點 97-98 11-236 融點 232-234 11-237 融點 182-183 11-238 融點 213-216 11-239 融點 153-155 11-240 融點 135-137 11-241 融點 121-123 11-242 融點 145-146 11-243 融點 176-179 11-244 融點 257*260 11-245 融點 165-166 11-246 融點 155-158 11-247 融點 201-204 11-248 融點 113-116 11-249 融點 165-167 11-250 融點 197-198 11-251 融點 129-131 11-252 融點 162-164 Π-253 融點 202-204 11-254 融點 104-106 11-255 融點 118-120 11-256 融點 189-190 11-257 融點 91-92 Π-258 融點 195Ί97 11-259 融點 214-216 11-260 融點 224-226 11-261 融點 181-183 Π-262 融點 264-267 11-263 融點 194-196 11-301 融點 222-223 11-302 融點 190-192 11-303 融點 102-103 11-304 融點 183-185 11-305 融點 93-95 11-306 融點 156-157 11-307 融點 227-229 11-317 融點 107-109 11-323 融點 106-108 255 320292 200920255 【表130】 化合物編號 融點0C)或折射率(nD20) ΠΙ-2 融點 177-180 ΙΠ-5 融點 101-103 ΠΙ-7 融點 105-106 ΙΠ-12 折射率 1.5852 ΙΠ-13 融點 124-126 III-15 折射率 1.5521 ΙΠ-30 融點 128-130 ΠΙ-35 融點 198-200 ΙΠ-40 融點 163-165 ΙΠ-45 融點 141-142 ΠΙ-59 融點 87-88 ΙΠ-70 融點 158-159 ΠΙ-88 融點 119-121 III-90 融點 126-128 III-96 融點 132 134 ΙΠ-99 融點 142-144 ΙΠ-107 融點 178Ί80 ΙΠ-108 融點 155Ί57 ΙΠ-111 融點 170-172 ΙΠ-117 融點 185-188 ΙΠ-118 融點 149-151 ΠΙ-120 融點 167-168 ΠΙ-130 融點 184*185 ΙΠ-139 融點 226-229 ΠΙΊ58 融點 185-187 ΠΙΊ73 融點 202-204 III· 189 融點 196-198 ΠΙ-201 融點 135-138 m-202 融點 197Ί99 m-207 融點 201-203 ΙΠ-209 融點 231-233 ΙΠ-212 融點 93-96 ΠΙ-213 融點 139-141 ΙΠ-220 融點 148-151 ΙΠ-221 融點 182-185 ΙΠ-229 融點 87-88 ΙΠ-230 融點 113*115 m-231 融點 143-144 ΙΠ-232 融點 108-110 ΠΙ-233 融點 83-85 ΙΠ-234 融點 168-170 ΠΙ-235 融點 136-138 ΙΠ-236 融點 168*171 ΙΠ-237 融點 128-130 ΙΠ-238 融點 136-137 ΠΙ-239 融點 122-124 ΙΠ-240 融點 222-224 256 320292 200920255 【表131】 化合物編號 融點CC)或折射率（¾20) XII-241 ΙΠ-242 ΠΙ-243 ΙΠ-244 ΠΙ-245 III-246 ΠΙ-247 融點 159-160 融點 71·73 融點 88-89 融點 178· 180 融點 161-162 融點 129· 131 融點 133·134 257 320292 200920255【表132】 化合物編號~wi IV-2 IV-3 IV-4 IV-6 IV-7 IV-8 IV-9 IV-11 IV-13 IV-17 IV-18 IV-19rv-2〇 IV-21 IV-23 IV-24 IV-30 IV-33 IV-34 IV-39 IV-40 IV-41 IV-44 IV-52 IV-57 IV-62 IV-68 IV-69 IV-85 IV-90 IY-95 IV-100 IV*101 IV-106 IV-128 IV-136 IV-150 IV-151 IV-152 IV-153 IV-154 IV-155 IV-156 IV-157 融點CC)或折射率（nD2£)) 點點點點點點點點點點點點點點點點點點點點點點點點點點點 點點點點點點點點點點點點點點點點點一 融齓齓融紙齓齓齓齓融齓融融融融融融融融融融融融融融融融 融融融融融融融融融融融融融融融融融 253-255 158-159 216-218 224-226 216-217 231-232 231-232 181-183 224-227 203-206 264-266 237-239 251-253 163-165 203-205 110-112 117-119 123-125 198-199 183-185 168-171 176- 178 203-205 94-96 171- 172 177- 180 133-135 無法測定 102-104 185-186 172- 174 1Β3Ί36 100-102 155-156 166-169 176- 178 196-197 201-202 177- 178 230-232 242-245 226-228 260-261 215-217 121-124 258 320292 200920255【表133】 化合物編號 IV-158 IV-159 IV-160 IV-161 IV-165 IV-166 IV-168 IV-169 IV-170 IV-173 IV-174 IV-177 IV-178 IV-179 IV-180 IV-184 IV-185 IV-186 IV-187 IV-188 IV-189 IV-191 IV-200 IV-201 IV-202 IV-203 IV-206 TV-208 IV-209 IV-210 IV-211 IV-212 IV-213 IV-214 IV-215 IV-216 IV-217 IV-218 IV-219 IV-220 IV-221 IV-222 IV-223 IV-224 IV-225 IV-226 IV-227 IV-228 IV-229 IV-230 融點(°C)或折射率(¾20) 點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點 融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融融^融融融^^·^^·-^^·^·-^·^·^^'-^·^·-^· 251-253 183-185 208-211 237-240 228-231 196-199 199- 201 171-173 216- 217 208-210 196*197 204-207 167-169 153-155 177-179 181-182 104-106 221- 223 214-216 217- 219 194-196 118-120 237-239 167-168 155-157 189-191 122-125 171-172 242-245 222- 224 無法測定 208-210 177-179 219-222 176- 178 118-122 231-232 180-182 200- 202 225-228 185-187 185- 186 210-212 254-257 167-169 186- 189 200-202 182-184 177- 178 142-144 200920255【表134】 化合物編號 IV-231 IV-232 IV-233 IV-234 IV-235 IV-236 IV-237 IV-238 IV-239 IV-240 IV-241 TV-242 IY-243 ΙΥ-244 IV-245 IV-246 IV-247 IY-248 IY-249 IV-250 IY-251 IV-252 IV-253 IV-254 IV-255 IV-25G IV-257 IV-258 IV-259 IV-260 IV-261 IY-262 IV-263 IV-264 IV-265 IV-266 IV-267 IV-268 IY-269 IV-270 IV-271 IV-273 IV-274 IV-284 IV-285 IV-286 IV-287 融點0C)或折射率（nD20) 點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點點 ^-融^^^融融融融^-^-^^^-^^-^^-融^^-融^-^-融^^-融^-^-融^-融^-^-^^融^^^^^^融融融 262-265 181-183 200-203 125- 127 88-89 170-172 179-182 146-149 207- 209 135-137 208- 211 137-139 128-130 181-182 92-94 198-201 98-100 122-124 104-107 119-122 184-187 119-121 204-205 233- 235 247-249 230-232 234- 236 191-192 228-229 202-204 126- 128 235- 237 216-218 197-199 266-268 210-211 208-210 217-219 207-210 217-220 74-76 268-271 196-199 181-183 100-103 103-105 217-219 260 320292 200920255 [NMR數據] 針對化合物編號 1-15、1-58、1-65、1-93、1-159、1-276、 III-12、III-15、IV-211，W-NMR 數據（CDC13/TMS δ(ρριη) 值）係如下所示。 化合物編號1-15: 1.02 (3Η, t), 1.55 (2H, m), 1.81 (2H, m), 2.07 (2H, t), 2.44 (2H, s), 2.77 (2H, t), 4.27 (2H, t), 7.36 (2H, m), 7.58 (1H, t), 7.86 (1H, d), 16.32 (1H, s) 化合物編號1-58: 2.07 (2H, s), 2.42 (2H, s), 2.77 (2H, t), 3.34 (3H, s), 3.51 (2H, s), 3.78 (2H, s), 5.79 (2H, s), 7.35 (1H, t), 7.64 (2H, m), 7.83 (1H, d), 16.27 (1H, s) 化合物編號1-65: 1.42-2.09 (4H, m), 2.07 (2H, s), 2.43 (2H, s), 3.01 (2H, s), 3.59-4.05 (5H, m), 5.75 (1H, d), 5.85 (1H, d), 7.36 (1H, t), 7. 54-7.65 (2H, m), 7.82 (1H, d), 16.3 (1H, br) 化合物編號1-68: 1.41 (3H, t), 2.07 (2H, s), 2.44 (2H, s), 2.77 (2H, t), 4.04 (2H, q), 6.87 (1H, m), 7.02 (1H, d), 7.31 (1H, m), 7.46 (1H, t), 8.18 (1H, d), 8.49 (1H, d), 1.48 (3H, t), 4.13 (2H, q), 7.15 (2H, d), 7.23 (2H, d), 7.56 (1H, m), 8.63 (1H, d), 8.72 (1H, d) 化合物編號1-93: 2. 00-2. 08 (4H, m) , 2.43 (2H, br), 2.77 (2H, t), 3. 36 (3H, s), 3.47 (2H, t), 4. 36 (2H, t), 7.34 (1H, t), 7.50 (1H, d), 7.57 (1H, t), 7.86 (1H, d), 16. 33 (1H, br) 化合物編號1-159 ·· - 2.07 (2H, t), 2.46 (2H, br), 2.78 (2H, t), 7.25 (1H, s), 7.36 (1H, t), 7.46 (1H, t), 7.61 (1H, d), 7.87 (1H, d), 7.89 (1H, d), 16.23 (1H, br) 化合物編號1-276: 2.04 (2H, m), 2.42 (2H, m), 2.53 (2H, m), 3.84 (3H, s), 6.52-6.60 (2H, id), 7.06-7.59 (6H, in), 7.86 (1H, d), 18.1 (1H, s) 化合物編號III-12: 1.06 (3H, s), 1.83 (2H, m), 2.08 (2H, t), 2.44 (2H, s), 2.65 (2H, s), 4.41 (2H, t), 7.27 (1H, d), 8.13 (1H, d), 8. 61 (1H, d), 16.13 (1H, s) 化合物編號III-15: 1.01 (3H, s), 1.52 (2H, m), 1.79 (2H, m), 2.05 (2H, t), 2.45 (2H, s), 2.76 (2H, t), 4.47 (2H, t), 7.28 (1H, d), 8.13 (1H, d), 8.61 (1H, d), 16.16 (1H, s) 化合物編號IV-211 : 261 320292 200920255 2.06 (2H, t), 2.45 (2H, brs), 2.78 (2H, brs), 3.73 (6H, s), 6.72 (2H, d), 7.25 (1H, d), 7.42 (1H, t), 8.16 (1H, dd), 8.46 (1H, dd), 16.11 (1H, brs) [參考例1] (製造中間體）1-曱基-2-側氧基-1，2-二氫啥α若淋_3_叛酸之. 製造（製造中間體的化合物編號V-2) (1) 1-甲基-2-側氧基-1，2-二氫啥喏琳-3-緩酸乙酯之製 造 將2-側氧基-l，2-二氳喹喏啉-3_羧酸乙酯4.0g(18.3mmol) 溶解於Ν,Ν-二甲基曱醯胺（l〇〇mL)中，在氮氣流下，於將 液溫維持在5 °C至10°(：範圍内的情況下，添加60%氳化鈉 (油性）0.81g(20.3mmol)。於室溫攪拌1小時後，在反應溶 液中滴入碘甲烷3.9g (27.5mmol)。在室溫下擾拌一晝夜 後’將反應混合物注入水中，用醋酸乙酯萃取。將有機層 用水、飽和氣化鈉水溶液洗淨，再用無水硫酸鈉乾燥。將 無機物濾除後，在減壓下餾除溶劑，..所獲得之殘渣用矽膠 管柱色層分析（展開溶劑醋酸乙醋：己燒: 2)精製，獲 得白色粉末的1-甲基-2_側氧基-1，2-二氫喹嗜啉_3_羧酸乙 酯 3.0g(產率 71%) 〇 ^H-NMR 數據（CDC13/TMS δ (ppm)): 1.45 (3H，t)，3.74 (3H，s)，4.51 (2H，q)，7.35-7. 43 (2H，m), 7.67 (IH, t), 7.96 (1H， d) ’ ’ * ’ (2) 1·甲基-2-側氧基-1，2-二氫喹喏啉_3_羧酸之製造 將1-甲基-2-側氧基·1，2-二氫喹喏琳_3-羧酸乙酯3.0g (12_9mmol)溶解於乙醇（100mL)中，於室溫下滴入25%氫氧 化鈉水溶液4.1g (25.6mm〇l)。在室溫下攪拌一晝夜後，將 反應混合物在減壓下濃縮，添加水，並用1〇%鹽酸將溶液 320292 262 200920255 調成酸性，用氯仿萃取。將有機層再用無水硫酸鈉乾燥後， 將無機物遽除’在減壓下將溶劑鶴除，獲得乳黃色粉末的 1曱基.2 -側乳基-1，2 -一虱右琳-3-缓酸2.6g (產率99%)。 iH-NMR 數據（CDC13/TMS δ (ppm)): 3.89 (3H, s), 7.52 (1H, d), 7.58 (1H, t), 7.86 (lH&gt; t), 8.28 (lH,d), 14.23 (lH,br) [參考例2] (製造中間體）3-側氧基-4_苯基_3,4_二氫0比σ定并[2,3_b]吼 畊-2-羧酸之製造（製造中間體的化合物編號υ (1) 3-侧氧基-4-苯基-3,4-二氫吼啶并[2,3-b]吡哄羧 酸乙酯之製造 將3-胺基-2-苯胺基吡啶n.68g(63mm〇1)溶解於乙醇 (150mL)中，添加酮基丙二酸二乙酯12 〇7g(69mm〇1)，於 加熱回流下施行4小時攪拌。待確認反應結束後，將反應 •溶液冷卻至室溫，在減壓下將溶劑餾除，用二異丙醚將所 獲得殘渣洗淨，獲得淡黃色結晶的3_側氧基_4_苯基_3 4_ :二氫吡啶并[2,3-b]吡啡-2-羧酸乙酯10.74g (產率：58%)。 H-NMR 數據(CDCI3/TMS δ.(ρρπι)): 1.44 (3Η, t), 4.51 (2H, q), 7.30 (2H, d), 7.35 (1H( q), 7.56 (3H, m), 8 30 (ip n) 8.52 (1H, q) · 、，q’， (2) 3-侧氧基-4-苯基-3,4-二氫吡啶并[2,3_b]吡畊_2_羧 酸之製造 將3-側氧基-4-苯基·3,4-二氫吡啶并[2,3_b]咄哄_2_羧 酸乙酯10.74g (36mmol)溶解於醋酸（27〇mL)中，在室溫下 添加6N鹽酸（80mL)後，於室溫下施行整晚攪拌。待確認 反應結束後，在減壓下將溶劑餾除，添加水（1〇〇mL)。將 320292 263 200920255 所獲得固體濾出，經乾燥，獲得淡褐色結晶的3_側氧美4 苯基-3,4-二氳吼咬并…仲比料-缓酸以叫產率：^)。 H-NMR 數據（CDCI3/TMS δ (ppm)):[Example 2] 'S 2-(2-hydroxy·6_oxocyclohexenecarbonyl)_4-phenyl-pyrido[2,3-b]pyridin-3(4Η)-one (present invention Compound No. IV_1 (manufactured by XIAO Zou, ^, ^ 3-sided oxy-4-phenyl_3,4-dihydropyrido[2,3_b] morphinic acid 6.5 〇g (24 mmol) dissolved in two In the chloroform (10) site, N,N-dimercaptocarbamide (〇.5mL) and grass chlorophyll (3.8g (Ommol)' were added to the solution in the order of to the temperature (four) hour. After the reaction, the (four) bribe will be given under reduced pressure. The residue will be dissolved in the dichlorocarbazone. 320292 240 200920255 'In the 1,3-cyclohexanedione 2.7g (24mmol) and triethylamine 2.5g (24 mmol) was dissolved in a solution of dichloromethane (3 mL), and the solution was placed in a solution. His Majesty dripped in 5 minutes. After the reaction solution was returned to room temperature and stirred for 3 hours, propane S was added with cyanohydrin (1 mL) and triethylamine 2.5 g (24 mmol), and stirred at room temperature for 12 hours. After confirming the completion of the reaction, water (50 mL) was added to the reaction solution, and the reaction solution was adjusted to pH 12' using a 1% aqueous sodium hydroxide solution. 6N hydrochloric acid was added to the aqueous layer, adjusted to pH 1, and then extracted with trichloromethane. After the obtained organic layer was dried with anhydrous sulfuric acid, the solvent was distilled off under reduced pressure. The obtained residue was washed with methanol to obtain 2-(2-hydroxy-6. oxo-1 -cyclohexenecarbonyl)_4_phenyl-pyrido[2,3-b]° 哄-3 ( 4H)-ketone 6.5 g (yield: 73%). b-NMR data (CDC13/TMS δ (ppm)): 2.06 (2H, t), 2.44 (2H, s), 2.77 (2H, t), 8-47 (1H, d), 16. l〇(1H , _ s) 7.30 (3H, d), 7.53 (3H, m), 8.18 (1H, m), [Example 3] 2-(2-peryl-6-sideoxy-l_cyclohexane Manufacture of 4) 4-(4-methoxybenzoyl, yl)-acridino[2,3-bp ratio tillin-3(4H)-one (Compound No. IV-62 of the present invention (refer to Table 39)) -(4-decyloxyphenyl)-3-yloxy_3,4-dihydroindoleu[2,3 _b] pyridincarboxylic acid 4.4g (15mmo1) was dissolved in dichlorodecane (100 mL) In the solution, ν, ν-dimethyl decylamine ((K5mL) and oxalic acid 3.8g (30mmol) were added in this solution, and stirred under heating and reflux for 1 hour. The reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in dichloromethane (30 mL), and the solution was added dropwise to 1,3-c hexane over 5 minutes. Ketone 18g (16mm〇1) and triethylamine 320292 241 200920255 1.8g (18mmol) were dissolved in a solution of dichlorosilane (30mL). The reaction solution was returned to room temperature, stirred for 3 hours, and then acetone cyanohydrin was added. lmL) and triethylamine 1.8g (18mmo l), stirring at room temperature for 12 hours. After confirming the completion of the reaction, 'add water (2 〇 mL) to the reaction solution, and adjust the reaction solution to pH 12 using 1 〇% nitrogen oxide aqueous solution. 6N hydrochloric acid was added to the aqueous layer, and the mixture was adjusted to pH 1. Then, the mixture was extracted with a methane. After the obtained organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. Washing with methanol to obtain 2_(2_hydroxy-6_o-oxy-1-cyclohexene Ikyl)-4-(4-methoxyphenyl)_^ ratio σ and [2,3_b] π ratio哄-3(4H)-_ 4.5g (yield: 78%). !H-NMR #iL«(CDCl3/TMS δ (ppm)): a:π SS; til S, a; 2·77 (2H&gt;; ^ 3·86 (3Η· -7 ^ ^ 7-8 (2H) d), [Example 4] · 3-Hydroxy-2-(1-methyl-2-thiol_lv2_dihydroquine Manufacture of porphyrin-3-yl-carbonyl)-2-cyclohexen-1-one (compound number of the invention, reference table η)) 1-methyl-2-oxo-: 1,2-dihydrogen 2 g of quinoxaline -3-carboxylic acid ethyl ester (10.3 mmol) and 4.2 g (10.4 mm 〇l) of Lawesson's reagent were added to toluene (5 〇mL) to maintain the liquid temperature of the mixture. Executed at 100 ° C After the reaction mixture was stirred overnight and P was cooled to room temperature, the solvent was distilled off under reduced pressure. Chloroform was added to the residue, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure. The obtained residue was dissolved in ethanol (300 mL), and a 25% aqueous sodium hydroxide solution (pg was added thereto at room temperature, and stirred at room temperature for a day and night. The reaction mixture was concentrated under reduced pressure, and 320292 242 200920255 water was added. It was adjusted to pH 1 with 10% hydrochloric acid. The precipitated solid was collected by filtration and washed with water. The obtained solid was dried, dissolved in chloroform (5 〇mL) and added 醯1 旦 (13.4111111 醯) 1) and 1^[1]-[-dimethylformamide 1 drop, stirred at room temperature for 2 hours, concentrated under reduced pressure. The obtained residue was dissolved in chloroform (20 mL) 0.84 g (7 49 mm 〇1) of cyclohexanedione and 0.83 g (8.20 mmol) of triethylamine, stirred at room temperature for hr. Add triethylamine oxime. 83 g (8.20 mmol) and acetone cyanohydrin at room temperature. 0 64g (7.52mmol)' was stirred at room temperature for 2 days. The reaction mixture was washed with 〇 〇 % hydrochloric acid, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Chromatography (developing solvent: ethyl acetate / chloroform = 1 / 1). The obtained solid was washed with ethyl acetate to give a yellow powder. 3-hydroxy-2-(1-methyl-2-thiol-i, indoline 11 dextro-3-yl)-2-cyclohexene-1- at a melting point of 300 ° C or higher Ketone 〇.4〇g. W-NMR data (DMSO-d6/TMS δ.(ρΡπι)): (3H, s), 7.44 (1H, t) „ [Example 5] 5-Fluoro-3-(2) -Hydroxy-6-o-oxyl-l-cyclohexylcarbonyl)methoxyphenyl)-啥°右琳-2( 1H)- _ (Compound No. 丨86 of the present invention (see Table 24)) ',,, 5_Fluoro-1-(4-methoxyphenyl)_2_sideoxydioxaquinoxaline-3-carboxylic acid ll.lg (35mm〇1) was dissolved in chloroform (3〇〇) In in), in this solution, hydrazine, hydrazine-dimethyl decylamine (05 mL) and grass chlorophyll 67 g (53 mm 〇l) were added in this order, and stirred at room temperature for an hour. The solvent was distilled off under reduced pressure. The obtained residue was dissolved in chloroform (?mL) 320292 243 200920255, and the solution was dropped into 1,3-cyclohexanedione 4.4 g at 〇 ° C for 5 minutes. 39 mmol) and triethylamine 4.3 g (43 mmol) were dissolved in a solution of chloroform (2 mL). After the reaction solution was returned to room temperature and stirred for 3 hours, acetone cyanohydrin 1.5 g (18 mmol) and triethylamine were added. 4.3g (43mmol)' Stirred at room temperature for 12 hours to keep B. The reaction solution was washed with 1 ί valley billion% HCl, dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The obtained residue was 'washed' with methanol to obtain 5--t-3-(2-pyridyl-6-sideoxy-1·cyclohexanecarbonyl)-1-(4-methyl) as a pale orange powder. Oxyphenyl)-indole-2(1H)-one 13.6g (yield: 94%) 〇W-NMR data (CDC13/TMS δ (ppm)): 2.06 (2H, m), 2.43 (2H , br), 2.75 (2H, t), m). 7.26-7.35 (3H, ra), 16.19 (1H, s) 3. 88 (3H, s), 6. 57 (1H, d), 7. 01 -7. i〇(3H, [Example 6] 5-chloro-3-(2-hydroxy-6-oxocyclohexenecarbonyl)decyloxyphenyl)-quinoxaline-2(1H)- Production of a ketone (compound No. 94 of the present invention (see Table 24)) 5-chloro-1-(4-decyloxyphenyl)_2-sideoxy-I,dihydroquinoxaline-3 - 6.7 g (20 mmol) of a carboxylic acid was dissolved in chloroform (300 mL), and N,N-dimethyl decylamine (〇. 5 mL) and oxalyl chloride (5.2 g) (41 mmol) were sequentially added to the solution. Stir for 1 hour in warm water. After the completion of the reaction, the solvent was removed under reduced pressure. The obtained residue was dissolved in chloroform (7 mL), and the solution was dissolved at 0 ° C for 5 minutes to dissolve i.sub.3-cyclohexanedione 2.5 g (22 mmol) and triethylamine 2.5 g (25 mmol). In a solution of gas (70 mL). After the reaction solution was returned to room temperature and stirred for 3 hours, 0.86 g (10 mmol) of acetone cyanohydrin and 2.5 g (25 mm 〇l) of triethylamine were added, and the mixture was stirred at room temperature 320292 244 200920255 for 12 hours. The reaction solution was washed with 10% hydrochloric acid, and dried over anhydrous sulphur, and dried under reduced pressure. The obtained residue was washed with ethyl acetate to obtain 5-chloro-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1-(4-decyloxy) as a pale orange powder. Phenyl)quinoxaline 6 〇g (yield: 70%). H-NMR data (CDC13/TMS δ (ppm)): 6.71 (1H, d), 7.09 (2H, d), 2.06 (2H, m), 2.44 (2H, br), 2.75 (2H, t), 3.88 (3H, s) 7.25-7.30 (3H, m), 7.39 (1H, d), 16.23 (1H,. s) ' ' [Example 7] 1-(Benzo[d][l,3]dioxin ((di〇x〇l)-5-yl)-3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-quinoxaline-2(ih)-one (compound number of the present invention 1-202 (refer to Table 9)) Manufacture of 1-(benzo[d][l,3]dioxan-5-yl)-2-oxooxy-1,2-dihydroquinoxaline- 3-carboxylic acid 5.7g (19mm〇l), grass chloroformate 3.lg (24mm〇1) dissolved in dichlorodecane (10mL) 'added dimercaptomethylamine 〇.〇26g (〇.35mm〇 1), and stirring was carried out for 2 hours under heating under reflux. After the end of the reaction, the solvent was distilled off under reduced pressure to give a yellow crystal of 1-[([[[[[[[[[[[[[[]]]]]喏琳_3_carbonyl chloride. (Compound No. IX-73 for the production of intermediates) h-NMR data (CDCVTMS δ (ppm)): ti'V〇4 aii d) 74'6·76 (2H, m), 6·88 (1H' d) - 7·01 (1H* 7·43 (1H. 1-(Benzo[d][1,3] dioxin_5_yl)) 2-oxo-1,2-dihydrogen The quinoxaline carbonyl chloride was dissolved in dichloromethane (3 〇 mL), and 2.7 g (24 mm 〇l) of 1,3-cyclohexanedione, 3.7 g (36 mmol) of triethylamine and two were added dropwise under ice cooling. In a mixture of methyl chloride (20 mL), 245 320292 200920255 was stirred at room temperature for 3 hours, and then acetone cyanohydrin 4 g (〇53 mm〇1) and triethylamine 3.7 g (36 mm〇l) were added. Stirring was carried out for 12 hours at room temperature. The reaction solution was added to water, the aqueous layer was acidified with 10% hydrochloric acid, and then extracted with methylene chloride. The obtained organic layer was dried over anhydrous magnesium sulfate and then filtered. The granules are cured under reduced pressure, and the residue obtained is added to a mixed solution of decyl alcohol and water to be solidified, taken out by filtration, and dried to obtain 1-(benzene) of a plain amorphous substance. And [d][l,3]二噚茂-5_基)_3_(2_hydroxy_6_sideoxy-l-ί衣细基基- π 奎若若琳_2(1 H)-class 5.5g (yield 75%) W-NMR data (CDC13/TMS δ (ppm)): 6.38-6.87 (3H, m), 2.03-2.05 ( 2H, m), 2.43 (2H, brs), 2.73 (2H, t), 6.08 (2H d) 6.99 (1H, d), 7.29-7.43 (2H, m), 7.88 (1H, d), 16.27 (1H , 's) [Example 8] 1-(2,3-Dihydrobenzo[b]l,4-dioxin (corresponding to benzo-i,4_dicyclohexene)(dioxin)-6- 3-(2-hydroxy-6. oxo-l-cyclohexenecarbonyl)-quinoxaline-2(111)-one (compound No. 209 of the present invention (refer to Table 1〇)). Manufacture of 1-(2,3-indolylbenzo[b]l,4-dioxin-6-yl)-2-oxooxyl-1,2-dihydroquinoline-3-carboxylic acid 9.9 g (31 mmol) was dissolved in dioxane (1 mL). In this solution, hydrazine, hydrazine-dimercaptocarboxamide (05 mL) and grass chloroform 4.7 g (37 mmol) were added in this solution. Stirring was carried out for 1 hour in the middle of the temperature. After the completion of the reaction, the solvent was distilled off under reduced pressure to obtain a yellow crystal of 丄_(2,3-dihydrobenzo[b]l,4-dioxin-6-yl. 2-oxooxyindole, 2-dihydroquinoxaline_3_carbonyl chloride. (Compound No. 75 for the production of intermediates) b-NMR data (CDC13/TMS δ (ppm)): 4^33 (4H, s), 6.74-6.89 (3H, m), 7.08 (1H, d), 7.44 (1H, t), 7.55 (1H, t), 8. 02 (1H, 1_(2,3-dihydrobenzo[b]l,4-dioxin_6_yl)_2_ Side Oxygen 320292 246 200920255 Base-1,2-diazepine. If the lining _3_poor chlorine is dissolved in dichloromethane, the solution is added to the TC for 5 minutes!, 3_cyclohexane (2g (37 ugly 1) and triethylamine 6.2g (61mm〇l) were dissolved in a solution of di-methane (3〇mL). The reaction solution was returned to room temperature and stirred for 3 hours, then acetone cyanohydrin was added. (1 mL) and 6.2 g (61 mmol) of triethylamine were stirred at room temperature to reduce N*. After the reaction was completed, water (5 〇 〇 )) was added to the reaction solution, and 10% hydr The sodium solution was adjusted to pH 丨2, and liquid separation was carried out. 6N hydrochloric acid was added to the aqueous layer, and after adjusting to pH1, it was extracted with trichloromethane. After the obtained organic layer was dried with anhydrous sulfuric acid, The solvent was distilled off under reduced pressure, and the obtained residue was washed with methanol to obtain a milky white. Crystalline 1-(2,3-dihydrobenzo[b]l,4-diindole,indol-6-yl)-3-(2-hydroxyl-6-oxo-l-cyclohexenecarbonyl)_ Quinoxaline-2(1H)one 5.2g (yield: 40%) W-NMR data (CDC13/TMS δ (ppm)): m) 〇2^4〇\lHH, d)l), 722R447( f\br),f ?3'2· 77 (2H&gt; 4· 32 (4H, s), 6.84-6.87 (3H, m), 7.04 (1H,d)' 7.28-7.42 (2H, m), 7.87 (1H,d), 16.3 (1H, s) [Example 9], 4-(3-fluoro-4-methylphenyl)-2-(2-hydroxy-6-yloxy-1-cyclohexyl) Manufacture of 4-(3-fluoro-4) with an olefinic carbonyl)-π ratio biting [2,3 - b ]pyridin-3 ( 4 fluorenyl)-one (Compound No. IV-222 of the present invention (refer to Table 43)) -Mercaptophenyl)-3-oxo-3,4-dihydrohlidine[2,3-b]« than till-2-carboxylic acid 24g (80mmol) dissolved in 180ml of gas, added N N-monodecylamine (1 ml), grass with chlorine 20 g (1 60 mmol), and stirred at 40 ° C for 1 hour. After confirming the completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform (180 mL), and a solution of 1,3- 247 320292 200920255 cyclohexanedione 10 g (90 mmol) and triethylamine 9.0 g (90 mm 〇l) in chloroform (180 mL), The solution is . His Majesty dripped for 5 minutes. After the reaction solution was returned to room temperature and stirred for 3 hours, 0.8 g (10 mm 〇l) of acetone cyanohydrin and 9.0 g (90 mmol) of triethylamine were added, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and extracted with ethyl acetate. Next, 6N hydrochloric acid was added to the obtained aqueous layer to adjust to pH = 1, and extracted again with chloroform. Anhydrous magnesium sulfate and flosilil were added to the organic layer and dried. The solvent was distilled off under reduced pressure, and the obtained residue was washed with methanol to give 4-(3-fluoro-4-methylbenzene). Base)-2-(2-hydroxy-6-sideoxy-oxime-cyclohexenecarbonyl)-. Bipyridine and [2,3-b] indigo 3(4Η)-one 15g (yield 48%). H-NMR data (CDCI3/TMS δ (ppm)): 2.07 (2H,..t), 2.35 (3H, (2H, m), 8.18 (1H, dd), 7. 06 (2H, d), 7.29 -7.41 d), 2.44 (2H, brs), 2.78 (2H, t), 8.48 (1H, dd), 16.06 (1H, brs) [Example 10] 3-(2-hydroxy-6-sideoxy -i-cyclohexenecarbonylmethyl-2-pyridyl)-quinoxaline-2(1H)-one (compound No. 73 of the present invention (refer to the manufacture of ' ', ,, (1) 1-(6- Methyl 2-(pyridyl)_2_sideoxy^, quinone dihydroquinoxaline _3 valine-3-oxo _ 1 _cyclohexanyl ester of 1 (6-methyl-based) -Sideoxy-i,2-dihydroanthracene. If 23.3 g of chlorinated hydrazine is dissolved in chloroform (1 (8) ml), add 2 g of gadolinium chloride, and stir for 1 hour at room temperature. Distilled, the residue was dissolved in 100 ml of chloroform, and 1,3-cyclohexanedione l〇.2 g, triethylamine 320292 248 200920255 lo.lg was added, and the mixture was allowed to stand at room temperature for 2 hours. It was poured into water and extracted with chloroform. The organic layer was washed with saturated brine and dried with anhydrous sulphur sulphate. After drying, the solvent was distilled off under reduced pressure to obtain l_(6-fluorenyl-2-pyridinyl). 2 side oxy_ι, 2_ two Hydroquinoxaline _3_carboxylic acid side oxy_ι_cyclohexyl vinegar 28.8g 〇W-NMR data (CDC13/TMS δ (ppm)): 2.12 (2H, m), 2.46 (2H, t) 2 Rt: cou, 7.28 (1H, d), 7.51 (3H, 7. 93 (iVdj/s'oa(QH,'d) 6''' QH,QH,d), (2)3-(2-hydroxyl Manufacture of _6-o-oxy-1-cyclohexenecarbonyl)-1-(6-methyl-2-acridinyl)-quinoxaline-2(1H)-one 1 - (6-fluorenyl) -2 -pyridyl)_ 2 -trioxy- _,2 _dihydroquinoxaline _ 3 _ 3,8 g of t-acid 3-formyl-1-cyclohexenyl ester dissolved in acetonitrile i 〇 0 ml. 9.3 g of triethylamine and 7.2 g of acetone cyanohydrin were added, and the mixture was stirred at 80 ° C for 1 hour. The solvent was distilled off under reduced pressure, and the residue was dissolved in chloroform to yield pH &lt; The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give 3-(2-hydroxy_6_s. -methylpyridyl)-quinoxaline-2(ih)-one 24.2g. W-NMR data (CDC13/TMS δ (ppm)): 7.89 (m, 2H), 16.32 (t(s > 2HiH)2 '64 (s, 3H), 2l 76 (t, 2H) * 6,68 (s&gt;1H)&gt; 7· 39 (m, 4H), obtained according to the above Examples 1 to 10 And physical property values thereof in accordance with the implementation of such a compound of the present invention prepared in the same manner as in Example of Table 124 to Table 134 below. 320292 249 200920255 [Table 124] Compound No. Π~ 1-2 1-5 1-7 1-12 1-13 1-14 Μ5 1-18 1-21 1-22 1-30 1-35 1-40 1- 49 1-50 1-57 1-58 1-59 1-62 1-65 1-67 1-68 1-69 1-70 1-71 1-72 1-80 1-81 1-82 1-88 1 1-90 1-91 1-92 1-93 1-94 1-99 1-100 1-101 1-102 1-103 1-107 1-111 1-112 1-113 1-120 1-125 1-126 1-128 Melting point (°C) or refractive index (nD20) Point point point point ^^ Point point little bit Point Melting Point Melting Point Melting Point Melting Point Melting Point Melting Point Melting Point Melting Point Melting Point A little bit, little bit, little bit, little, rich, melted, melted, melted, melted and melted, 84-86 191- 192 193-195 155-157 164-165 151-152 172-174 1.6148 157-159 144-147 125-128 171-172 205-206 190-192 140-141 144-145 201-203 Unable to measure 1.5663 164-166 1.6070 184-185 151-152 216-218 179-181 203-205 179-181 249-251 272-274 226-228 142-144 153-155 148-149 218-222 Oil 186- 187 187- 189 217- 219 239-241 181-183 184-186 181-183 214- 216 192- 194 195196 215- 218 203-2 04 207-210 233-235 250 320292 200920255 [Table 125] Compound No.~~M31 ~ 1-136 1-137 1-139 1-144 1-145 1-148 1-149 1-156 1-158 1- 159 1-160 1-163 1-165 1-166 1-167 M71 1-173 1-176 M77 1-178 1-179 1-180 1-182 1-185 1-189 1-195 1-197 1- 199 1-201 1-202 1-207 1-209 1-211 1-212 1-213 1-220 1-221 1-223 1-225 1-227 1-229 1-230 1-238 1-241 1 -243 1-245 1-247 1-249 1-250 1-256 1-263 Melting point (it) or refractive index (nD2Q) Point by little bit by bit. With a little bit of bit by bit, it's melted and melted ^^^^- melted and melted ^^融^ -^-^-^^-^-融^-^-^^融^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ 207- 208 73-75 105Ί07 133-135 Oil 168169 182-183 185-187 99-101 150-153 177-179 177-179 170-171 125*128 115- 117 116- 118 129-130 208- 210 168 -170 141-144 237-239 217-21S 187-189 156-157 150- 151 146-147 246-248 151- 153 199-200 172- 175 235-237 187-189 213-216 225-228 20 5-207 162-163 161-164 179-181 161-164 170-171 229-231 233-235 225-226 195-197 300 or more 148-150 200920255 [Table 126] Compound No.~1-264~~ 1- 265 1-266 1-267 1-268 1-269 1-270 1-271 1-272 1-273 1-274 1-275 1-276 1-277 1-278 1-279 1-280 1-281 1 -282 1-283 1-284 1-363 1-364 1-365 1-366 1-367 1-368 1-371 1-372 1-373 1-379 1-380 1-385 1-388 1-395 Melting point (°C) or refractive index (nD2()) accounted for AQi accounted for occupies occupies occupies occupies occupies occupies occupies i black black &quot;&quot;black&quot;&quot;黑絜&quot;黑絜黑黑黑累黑ss-ss黑黑黑黑絮&quot;&quot;黑黑&quot;霍·y, ,τ»ζ /Λ ·ΤΛ ·ζ ΤΛ 'ζ . ζ » -y»-ρ&quot;-ρ&quot;,ζ ¢. -pw_ρ&quot;,7&quot;r* ί ί , f* lnf —y*·, y&quot;1R _ ί ·ί 'Τ.Λ »β 'ί 1ΡΗ Blending, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow and mellow. 170-173 193-195 199-200 163- 166 127-129 211-213 167169 138-140 173-174 141-143 148-150 204- 205 Determination 135-137 144-145 166*168 186-188 139- 141 1 64- 165 190*192 160-162 250-252 168-170 182-183 212- 214 208-210 152-154 189-190 205- 207 124-126 208-209 146-147 194- 196 172-175 140- 142 252 320292 200920255 [Table 127] Compound number melting point (art) or refractive index (nD2l)) II-1 melting point 68-71 II-4 melting point 203-204 Π-5 melting point 180Ί82 II-6 melting point 172 -174 II-7 Melting point 177-178 Π-8 Melting point 70-72 II-9 Melting point 100-101 II· 11 Melting point 202-204 Π-13 Melting point 201-202 11-14 Melting point 105-107 II-15 Melting point 176Ί79 11-20 Melting point 93-94 11-21 Melting point 123-126 11-23 Melting point 136*138 11-24 Melting point 101-104 11-29 Melting point 169-171 11-33 Melting Point 147-149 11-39 Melting point 125-127 11-44 Melting point 112-114 11-51 Melting point 264-266 Π-52 Melting point 201-202 Π-57 Melting point 124-125 Π-62 Melting point 112 -114 Π-63 Melting point 175-177 11-64 Melting point 174-176 Π-68 Melting point 164-167 11-69 Melting point 88-90 Π-71 Melting point 78-80 Π-74 Melting point 106-108 Π-75 Melting point 173-175 Π-81 Melting point 135-136 Π-84 Melting point 149-150 Π-90 Melting point 103-105 11-95 Melting point 111-113 Π-101 Melting point 61-64 11- 116 melting point 93-96 11-121 Melting point 125-128 11-122 Melting point 172-174 11-124 Melting point 91-94 11-125 Melting point 274-277 11-129 Melting point 230-232 Π-130 Melting point 96-99 11- 131 Melting point 136-137 11-136 Melting point 143-146 11-137 Melting point 107*110 253 320292 200920255 [Table 128] Compound number melting point (°C) or refractive index (nD20) Π-140 Melting point 128- 130 11-146 Melting point 111-113 11-149 Melting point 101-103 IM67 Melting point 108-110 II-168 Melting point 122-123 11-169 Melting point 215-216 Π-173 Melting point 185-188 IM74 Melting point 98-101 11-175 Melting point 110-112 II-177 Melting point 136-138 Π.178 Melting point 113-115 Π-179 Melting point 190193 ΠΊ80 Melting point 106109 Π-185 Melting point 124.126 ΠΊ86 Melting point 242-245 ΠΊ87 Melting point 114-116 IP 188 Melting point 136-138 Π-189 Melting point 187-189 Π-190 Melting point 217-219 11-193 Melting point 173-175 XI-194 Melting point 105-107 Π-195 Melting point 191 -193 Π-196 Melting point 120-122 Π-197 Melting point 205-207 11-205 Melting point 139-142 Π-208 Melting point 102-104 Π-209 Melting point 109-111 11-210 Melting point 98-100 Π-211 Melting point 113-115 11-212 Melting point 126-129 11-213 Melting point 171-172 Π-2Χ4 Point 97-99 11-215 Melting point 116-117 ΙΪ-216 Melting point 181-183 Π-217 Melting point 197-199 Π-218 Melting point 138-140 11-219 Melting point 183-185 Π-220 Melting point 128 -130 Π-221 Melting point 106-109 Π-222 Melting point 91-92 11-223 Melting point 110-111 11-224 Melting point 143-145 Π-225 Melting point 135138 11*226 Melting point 141-143 Π- 227 Melting point 201-203 Π-228 Melting point 182-185 Π-229 Melting point 145-148 254 320292 200920255 [Table 129] Compound editing &amp; melting point 0C) or refractive index (nD2D) 11-230 Melting point 161- 163 11-231 Melting point 154-157 11-232 Melting point 205-208 II-233 Melting point 212-214 11-234 Melting point 118-121 11-235 Melting point 97-98 11-236 Melting point 232-234 11 -237 Melting point 182-183 11-238 Melting point 213-216 11-239 Melting point 153-155 11-240 Melting point 135-137 11-241 Melting point 121-123 11-242 Melting point 145-146 11-243 Melting point 176-179 11-244 Melting point 257*260 11-245 Melting point 165-166 11-246 Melting point 155-158 11-247 Melting point 201-204 11-248 Melting point 113-116 11-249 Melting point 165-167 11-250 Melting point 197-198 11-251 Melting point 129-131 11-252 Melting point 162-164 Π-253 Melting point 202-204 11-254 Melting 104-106 11-255 Melting point 118-120 11-256 Melting point 189-190 11-257 Melting point 91-92 Π-258 Melting point 195Ί97 11-259 Melting point 214-216 11-260 Melting point 224-226 11 -261 Melting point 181-183 Π-262 Melting point 264-267 11-263 Melting point 194-196 11-301 Melting point 222-223 11-302 Melting point 190-192 11-303 Melting point 102-103 11-304 Melting point 183-185 11-305 Melting point 93-95 11-306 Melting point 156-157 11-307 Melting point 227-229 11-317 Melting point 107-109 11-323 Melting point 106-108 255 320292 200920255 [Table 130] Compound number melting point 0C) or refractive index (nD20) ΠΙ-2 melting point 177-180 ΙΠ-5 melting point 101-103 ΠΙ-7 melting point 105-106 ΙΠ-12 refractive index 1.5852 ΙΠ-13 melting point 124 -126 III-15 Refractive index 1.5521 ΙΠ-30 Melting point 128-130 ΠΙ-35 Melting point 198-200 ΙΠ-40 Melting point 163-165 ΙΠ-45 Melting point 141-142 ΠΙ-59 Melting point 87-88 ΙΠ- 70 Melting point 158-159 ΠΙ-88 Melting point 119-121 III-90 Melting point 126-128 III-96 Melting point 132 134 ΙΠ-99 Melting point 142-144 ΙΠ-107 Melting point 178Ί80 ΙΠ-108 Melting point 155Ί57 ΙΠ -111 Melting point 170-172 ΙΠ-117 Melting point 185-188 ΙΠ-118 Melting point 149- 151 ΠΙ-120 Melting point 167-168 ΠΙ-130 Melting point 184*185 ΙΠ-139 Melting point 226-229 ΠΙΊ58 Melting point 185-187 ΠΙΊ73 Melting point 202-204 III· 189 Melting point 196-198 ΠΙ-201 Melting point 135-138 m-202 Melting point 197Ί99 m-207 Melting point 201-203 ΙΠ-209 Melting point 231-233 ΙΠ-212 Melting point 93-96 ΠΙ-213 Melting point 139-141 ΙΠ-220 Melting point 148-151 ΙΠ -221 Melting point 182-185 ΙΠ-229 Melting point 87-88 ΙΠ-230 Melting point 113*115 m-231 Melting point 143-144 ΙΠ-232 Melting point 108-110 ΠΙ-233 Melting point 83-85 ΙΠ-234 Melting point 168-170 ΠΙ-235 Melting point 136-138 ΙΠ-236 Melting point 168*171 ΙΠ-237 Melting point 128-130 ΙΠ-238 Melting point 136-137 ΠΙ-239 Melting point 122-124 ΙΠ-240 Melting point 222-224 256 320292 200920255 [Table 131] Compound No. melting point CC) or refractive index (3⁄420) XII-241 ΙΠ-242 ΠΙ-243 ΙΠ-244 ΠΙ-245 III-246 ΠΙ-247 Melting point 159-160 Melting point 71·73 Melting point 88-89 Melting point 178· 180 Melting point 161-162 Melting point 129· 131 Melting point 133·134 257 320292 200920255 [Table 132] Compound No.~wi IV-2 IV-3 IV-4 IV- 6 IV-7 IV-8 IV-9 IV-11 IV-13 IV-17 IV-18 IV-19rv-2〇IV-21 IV-23 IV-24 IV-30 IV-33 IV-34 IV-39 IV-40 IV-41 IV-44 IV-52 IV-57 IV-62 IV-68 IV- 69 IV-85 IV-90 IY-95 IV-100 IV*101 IV-106 IV-128 IV-136 IV-150 IV-151 IV-152 IV-153 IV-154 IV-155 IV-156 IV-157 Melting Point CC) or refractive index (nD2£)) A little bit of a little bit of a little bit. A little bit of mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow, mellow -232 231-232 181-183 224-227 203-206 264-266 237-239 251-253 163-165 203-205 110-112 117-119 123-125 198-199 183-185 168-171 176- 178 203-205 94-96 171- 172 177- 180 133-135 Unable to measure 102-104 185-186 172-174 1Β3Ί36 100-102 155-156 166-169 176- 178 196-197 201-202 177- 178 230- 232 242-245 226-228 260-261 215-217 121-124 258 320292 200920255 [Table 133] Compound No. IV-158 IV-159 IV-160 IV-161 IV-165 IV-166 IV-168 IV-169 IV -170 IV- 173 IV-174 IV-177 IV-178 IV-179 IV-180 IV-184 IV-185 IV-186 IV-187 IV-188 IV-189 IV-191 IV-200 IV-201 IV-202 IV-203 IV -206 TV-208 IV-209 IV-210 IV-211 IV-212 IV-213 IV-214 IV-215 IV-216 IV-217 IV-218 IV-219 IV-220 IV-221 IV-222 IV-223 IV-224 IV-225 IV-226 IV-227 IV-228 IV-229 IV-230 Melting point (°C) or refractive index (3⁄420) A little bit of a little bit It's a little bit, a little bit, a little bit, a little bit, a blend, a blend, a blend, a blend, a rich, a melody, a melody, a melody, a melody, a blend of Rong ^^·^^·-^^·^·-^·^·^^'-^·^·-^· 251-253 183-185 208-211 237-240 228-231 196-199 199- 201 171-173 216-217 208-210 196*197 204-207 167-169 153-155 177-179 181-182 104-106 221-223 214-216 217-219 194-196 118-120 237-239 167- 168 155-157 189-191 122-125 171-172 242-245 222- 224 Unable to measure 208-210 177-179 219-222 176- 178 118-122 231-232 180-182 200- 202 225-228 185- 187 185- 186 210-212 254-257 167-169 186- 189 200-202 182-184 177- 178 142-144 200920255 [Table 134] Compound No. IV-231 IV-232 IV-233 IV-234 IV-235 IV-236 IV-237 IV-238 IV-239 IV-240 IV-241 TV-242 IY -243 ΙΥ-244 IV-245 IV-246 IV-247 IY-248 IY-249 IV-250 IY-251 IV-252 IV-253 IV-254 IV-255 IV-25G IV-257 IV-258 IV-259 IV-260 IV-261 IY-262 IV-263 IV-264 IV-265 IV-266 IV-267 IV-268 IY-269 IV-270 IV-271 IV-273 IV-274 IV-284 IV-285 IV- 286 IV-287 Melting point 0C) or refractive index (nD20) A little bit of a little bit of a little bit. A little bit of bit by bit ^- melt ^^^ melt and melt ^-^-^^^-^^-^^- melt ^^- melt ^-^- melt ^^- melt ^-^ -融^-融^-^-^^融^^^^^^ melt 262-265 181-183 200-203 125- 127 88-89 170-172 179-182 146-149 207- 209 135-137 208- 211 137-139 128-130 181-182 92-94 198-201 98-100 122-124 104-107 119-122 184-187 119-121 204-205 233-235 247-249 230-232 234- 236 191-192 228-229 202-204 126-128 235-237 216-218 197-199 266-268 210-211 208-210 217-219 207-210 217-220 74-76 268-271 196-199 181 - 183 100-103 103-105 217-219 260 320292 200920255 [NMR data] For compound numbers 1-15, 1-58, 1-65, 1-93, 1-159, 1-276, III-12, III- 15. IV-211, W-NMR data (CDC13/TMS δ (ρριη) value) are as follows. Compound No. 1-15: 1.02 (3Η, t), 1.55 (2H, m), 1.81 (2H, m), 2.07 (2H, t), 2.44 (2H, s), 2.77 (2H, t), 4.27 ( 2H, t), 7.36 (2H, m), 7.58 (1H, t), 7.86 (1H, d), 16.32 (1H, s) Compound number 1-58: 2.07 (2H, s), 2.42 (2H, s ), 2.77 (2H, t), 3.34 (3H, s), 3.51 (2H, s), 3.78 (2H, s), 5.79 (2H, s), 7.35 (1H, t), 7.64 (2H, m) , 7.83 (1H, d), 16.27 (1H, s) Compound No. 1-65: 1.42-2.09 (4H, m), 2.07 (2H, s), 2.43 (2H, s), 3.01 (2H, s), 3.59-4.05 (5H, m), 5.75 (1H, d), 5.85 (1H, d), 7.36 (1H, t), 7. 54-7.65 (2H, m), 7.82 (1H, d), 16.3 ( 1H, br) Compound No. 1-68: 1.41 (3H, t), 2.07 (2H, s), 2.44 (2H, s), 2.77 (2H, t), 4.04 (2H, q), 6.87 (1H, m ), 7.02 (1H, d), 7.31 (1H, m), 7.46 (1H, t), 8.18 (1H, d), 8.49 (1H, d), 1.48 (3H, t), 4.13 (2H, q) , 7.15 (2H, d), 7.23 (2H, d), 7.56 (1H, m), 8.63 (1H, d), 8.72 (1H, d) Compound number 1-93: 2. 00-2. 08 (4H , m) , 2.43 (2H, br), 2.77 (2H, t), 3. 36 (3H, s), 3.47 (2H, t), 4. 36 (2H, t), 7.34 (1H, t), 7.50 (1H, d), 7.57 (1H, t), 7.86 (1H, d), 16. 33 (1H, br ) Compound No. 1-159 ·· - 2.07 (2H, t), 2.46 (2H, br), 2.78 (2H, t), 7.25 (1H, s), 7.36 (1H, t), 7.46 (1H, t) , 7.61 (1H, d), 7.87 (1H, d), 7.89 (1H, d), 16.23 (1H, br) Compound No. 1-276: 2.04 (2H, m), 2.42 (2H, m), 2.53 ( 2H, m), 3.84 (3H, s), 6.52-6.60 (2H, id), 7.06-7.59 (6H, in), 7.86 (1H, d), 18.1 (1H, s) Compound No. III-12: 1.06 (3H, s), 1.83 (2H, m), 2.08 (2H, t), 2.44 (2H, s), 2.65 (2H, s), 4.41 (2H, t), 7.27 (1H, d), 8.13 ( 1H, d), 8. 61 (1H, d), 16.13 (1H, s) Compound No. III-15: 1.01 (3H, s), 1.52 (2H, m), 1.79 (2H, m), 2.05 (2H , t), 2.45 (2H, s), 2.76 (2H, t), 4.47 (2H, t), 7.28 (1H, d), 8.13 (1H, d), 8.61 (1H, d), 16.16 (1H, s) Compound No. IV-211: 261 320292 200920255 2.06 (2H, t), 2.45 (2H, brs), 2.78 (2H, brs), 3.73 (6H, s), 6.72 (2H, d), 7.25 (1H, d), 7.42 (1H, t), 8.16 (1H, dd), 8.46 (1H, dd), 16.11 (1H, brs) [Reference Example 1] (manufacturing intermediate) 1-mercapto-2-yloxy -1,2-dihydroanthracene alpha ruthenium _3_ oxic acid. Manufacture (manufacturing intermediate compound number V-2) (1) 1-methyl Manufacture of 2-oxooxy-1,2-dihydroindenyl-3-oxoacetate ethyl ester 2-sided oxy-1,2-dioxaquinoxaline-3-carboxylic acid ethyl ester 4.0 g (18.3 mmol) dissolved in hydrazine, hydrazine-dimethyl decylamine (10 mL), under a nitrogen flow, while maintaining the liquid temperature at 5 ° C to 10 ° (: in the range, add 60 % sodium hydride (oily) 0.81 g (20.3 mmol). After stirring at room temperature for 1 hour, 3.9 g (27.5 mmol) of methyl iodide was added dropwise to the reaction solution. After stirring overnight at room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium sulfate and dried over anhydrous sodium sulfate. After the inorganic material was filtered off, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column chromatography (eluent solvent ethyl acetate: hexane: 2) to obtain a white powder of 1-methyl- 2_Phenoxy-1,2-dihydroquinoline-3-ylcarboxylate ethyl ester 3.0 g (yield 71%) 〇^H-NMR data (CDC13/TMS δ (ppm)): 1.45 (3H, t), 3.74 (3H, s), 4.51 (2H, q), 7.35-7. 43 (2H, m), 7.67 (IH, t), 7.96 (1H, d) ' ' * ' (2) 1· Manufacture of methyl-2-oxooxy-1,2-dihydroquinoxaline-3-carboxylic acid 1-methyl-2-oxooxy-1,2-dihydroquinoxaline-3-carboxylate 3.0 g (12-9 mmol) of ethyl acetate was dissolved in ethanol (100 mL), and 4.1 g (25.6 mm) of a 25% aqueous sodium hydroxide solution was added dropwise at room temperature. After stirring at room temperature for a whole day and night, the reaction mixture was concentrated under reduced pressure, water was added, and the solution was adjusted to acid with 320 s 262 s. After the organic layer was dried over anhydrous sodium sulfate, the inorganic substance was removed, and the solvent was removed under reduced pressure to obtain a milky yellow powder of 1 曱 ..2 - s. - Acidic acid 2.6 g (yield 99%). iH-NMR data (CDC13/TMS δ (ppm)): 3.89 (3H, s), 7.52 (1H, d), 7.58 (1H, t), 7.86 (lH&gt; t), 8.28 (lH,d), 14.23 (lH, br) [Reference Example 2] (manufacturing intermediate) 3-sided oxy-4_phenyl_3,4-dihydrogen 0 is sigma-[2,3_b] 吼耕-2-carboxylic acid Manufacture (Compound No. of Manufacture of Intermediates υ (1) Manufacture of ethyl 3-oxo-4-phenyl-3,4-dihydroacridino[2,3-b]pyridiniumcarboxylate 3- Amino-2-anilinopyridine n.68g (63mm〇1) was dissolved in ethanol (150 mL), and ketopropylmalonate 12 〇 7 g (69 mm 〇1) was added, and stirred under heating for 4 hours. After confirming the completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure, and the obtained residue was washed with diisopropyl ether to give a pale-yellow crystal. Phenyl_3 4_ : ethyl dihydropyrido[2,3-b]pyridin-2-carboxylate 10.74 g (yield: 58%). H-NMR data (CDCI3/TMS δ. (ρρπι)) : 1.44 (3Η, t), 4.51 (2H, q), 7.30 (2H, d), 7.35 (1H( q), 7.56 (3H, m), 8 30 (ip n) 8.52 (1H, q) · , ,q', (2) Manufacture of 3-oxo-4-phenyl-3,4-dihydropyrido[2,3_b]pyrazine_2-carboxylic acid Ethyl 3-oxo-4-phenyl-3,4-dihydropyrido[2,3_b]indole-2-carboxylic acid 10.74 g (36 mmol) was dissolved in acetic acid (27 mL), in room After adding 6N hydrochloric acid (80 mL) at a temperature, stirring was carried out overnight at room temperature. After the completion of the reaction, the solvent was distilled off under reduced pressure, and water (1 mL) was added. The solid obtained by 320292 263 200920255 Filtration, drying, to obtain a light brown crystal of 3_ side Oxygen 4 phenyl-3,4-diguanidine bite and ... secondary ratio - slow acid to yield: ^). H-NMR data (CDCI3 /TMS δ (ppm)):

7·33 (2H，d)，7.57 (1H，m)，7, 65 (3H, m), 8.64 (1H, q)，8. 7〇 (1H7·33 (2H,d), 7.57 (1H,m),7, 65 (3H, m), 8.64 (1H, q), 8. 7〇 (1H

[參考例3] (製造中間體）4-(4-曱氧基苯基）_3_側氧基_3,4_二氫吼啶并 [2,3-b]吡畊-2-羧酸之製造（製造中間體的化合物編號 VIII-34) (1) Ν-(4_曱氧基苯基）-3-硝基〇比唆-2-胺之製造 將2-氯-3-石肖基吼唆5.0g (32mmol)溶解於2-乙氧基乙 醇（150mL)中，添加水（150mL)。在該混合溶液添加扣甲氧 基苯胺3.9g(32mmol)與6N鹽酸（lmL)，於加熱回流下施行 12小時攪拌。待確認反應結束後，將反應溶液冷卻至室 溫’在減壓下將溶劑鶴除。·用醋酸乙酯萃取，用飽和食鹽 水洗淨後，將所獲得之有機層用無水硫酸鎂乾燥。將無機 ^物濾除後，在減壓下將溶劑餾除，獲得橙色結晶的N-(4-甲氧基苯基)-3-硝基吡啶-2-胺6.6g (產率：85%)。 &quot;H-NMR 數據（CDC13/TMS δ (ppm)): 3.83 (3H, s), 6.78 (1H, q), 6.94 (2H, .d), 7.49 (2H, d), 8.44 (1H, q) , 8.51 (1H, q), 9.96 (1H, brs) (2) 3-胺基-2-(4-甲氧基苯基）胺基π比啶之製造 將2-(4-甲氧基苯基）胺基-3-硝基吼啶6.6g (27mmol) 溶解於曱醇（150mL)中。調製氯化錫（II)二水合物溶解於 12N鹽酸（40mL)的溶液，並於0°C下歷時5分鐘滴入反應 264 320292 200920255 溶液中。使反應溶液返回室溫後，施行3小時攪拌。待確 5忍反應結束後’在減壓下將溶劑顧除，添加水（丨〇〇mL)。 使用1 〇%虱氧化納水溶液，將反應溶液調整為〗2後—， 經濾過，用二氯曱烷萃取。將所獲得之有機層用無水硫酸 鎮乾燥後，將無機物滤除，在減壓下將溶劑顧除，獲得撥 色結晶的3-胺基-2-(4-甲氧基苯基）胺基吡啶5 2g (產率： 90%) ° ^-NMR 數據（CDC13/TMS δ (ppm)): 6.69 (1H, q)，6.87 (2H, d), 6.97 (1H, 3‘ 34 (2H，s)，3.79 (3H，s)，6· 06 (1H，brs)， q), 7.22 (2H, d), 7.80 (1H, q) ’ (3)4-(4-曱氧基苯基）_3_侧氧基_3,4_二氫吼啶并[2,3_b] 吡畊-2-羧酸乙酯之製造 將3-胺基-2-(4-曱氧基苯基）胺基吧啶5 2g (24inm〇i) 溶解於乙醇（15〇mL)中，添加_基丙二酸二乙醋4:6g (27mm〇l)，在加熱回流下施行9小時攪拌。待確認反應結 '束後’將反應溶液冷卻至室$，在減壓下將溶劑鶴除。將 所獲得之殘渣用管柱色層分析（展開溶劑醋酸乙酯：己烷 ' =1 : 2)精製，獲得黃色結晶的本(4_曱氧基苯基）冬側氧基 -3,4-二氫吼唆并[2,3钟比羧酸乙醋2 9g(產率：37%)。 W-NMR 數據（CDC13/TMS δ (ppm)): 1.44 (3H, t), 3.88 (2H, s), 4.51 (2H, 〇) 7 〇q (〇u jn -7 , 、. 8.29 (1H, q), 8.54 (1H, q) H· 7.09 (2H, d), 7.22 (SH.d), 7.35 (1H, q； 二::：笨基)，氧基—3,4·二氫㈣并㈣ 320292 265 200920255 將4-(4-甲氧基苯基）-3-側氧基-3,4-二氫π比咬并[2,3-b] °比畊-2-羧酸乙酯2.9g (9mmol)溶解於ι，4-二噚烷（3〇mL) 中。調製使碳酸鉀1.8g (13mmol)溶解於水（6〇mL)的溶液， 並在室溫下添加於反應溶液中之後，於5〇〇c下施行1小時 攪拌。待確認反應結束後’將反應溶液冷卻至室溫，在減 壓下將溶劑顧除。添加水（5OmL)後，、將反應溶液冷卻至 〇t：，使用6N鹽酸而調整為PH1。接著，將固體濾除，乾 燥’獲得黃色結晶的4-(4-甲氧基苯基）_3_側氧基_3,4-二氫 0比咬并[2,3-1)]11比13井-2-缓酸2.6§(產率：98°/〇)。 W-NMR 數據（CDC13/TMS δ (ppm)): 3.91 (3H, s), 7.15 (2H, d), 7.23 (2H, d), 7.56 (1H, q), 8.63 (1H. q), 8.72 (1H, q) [參考例4] (製造中間體）1-(3-曱氧基苯基）_2_侧氧基_i，2_二氫啥喏琳 -3 -叛酸乙醋之製造 將2·側氧基-1，2-二氫喹喏啉_3·羧酸乙酯2.〇g (9.2亳 莫耳）溶解於二氯曱烷（1〇〇mL)中，添加3_甲氧基苯基硼酸 (3-methoxyphenylboronic acid) 2.8g (1.8 毫莫耳）、無水醋 酉夂銅（II)3.3g (1.8毫莫耳）及π比咬1.4g (1.8毫莫耳），於室溫 下施行72小時攪拌。待反應結束後，將無機物濾除後，在 減壓下將溶劑餾除。將所獲得之殘渣用管柱色層分析（展開 溶劑醋酸乙酯：己烷=1 : υ精製，獲得白色粉末的K(3_ 甲氧基苯基）-2-側氧基4,2-二氫喹喏啉鲮酸乙酯l2g (產率：42%)。 h-NMR 數據（CDC13/TMS δ (ppm)): 320292 266 200920255 1.43 (3H, t), 3.83 (3H, s), 4.51 (2H, q). 6.77-6.88 (2H, m), 7.08 (2H, d), 7.35 (1H, t), 7.39-7.53 (2H, m), 7.98 (1H, d) ’ [參考例5] (製造中間體）l-[(3-甲基異噚唑-5-基）曱基]-2-側氧基-1，2-二氫喹喏啉-3-羧酸之製造（製造中間體的化合物編號 V-103) (1 )2-侧氧基-1 -(2-丙炔基）-1,2-二氫p查。若琳-3-幾酸乙 酯之製造 將N-(2-丙炔基）-1,2-苯二胺9.2g (62.9毫莫耳）與酮基 丙二酸二乙酯12.lg(69.2毫莫耳）溶解於曱苯（i〇〇mL)中， 施行3小時回流。待確認反應結束後，將反應溶液在減壓 下濃縮，再將所獲得之固形物用二異丙酸洗淨，獲得白色 私末的2-側氧基-1 -(2-丙快基）-1,2-二氫.啥π若琳·3-叛酸乙 酯 15.0g (產率：93%)。 】H-NMR 數據(CDC13/TMS δ (ppm)): : L45 (3H&gt; t). 2.32 (1H, t), 7·7〇 (1H, t), 7.97 (1H, d) 4-51 (2H, q), 5.08 (2H, d), 7.43 (1H, t), 7.52 (1H, d) (2) 氣乙醛肟之製造 將N-氯琥珀醯亞胺10.4g (77.9毫莫耳）溶解於N，N-二 甲基甲醯胺（65mL)中，再將乙醛肟3.6g(60.9毫莫耳）於〇°c 至5 C範圍内滴下，在1 〇。〇下施行3小時授拌。在反應溶 液中添加水，用二***萃取。將有機層用飽和氣化鈉水溶 液洗淨，乾燥、濃縮，獲得黃色液體的氯乙酸將。所獲得 氯乙酸·腾係在未施行精製之情況下，使用於下述反應。 (3) 1-[(3-甲基異噚唑_5_基）曱基]_2_側氧基二氫喹 320292 267 200920255 D若嚇·_3-羧酸乙醋之製造 將2 -側氧基_ι_(2_丙块基）_ι，2 -二氫啥嘴琳_3_缓酸乙 酯3.0g (11.7毫莫耳）及氯乙醛肟3.28g (35.1毫莫耳）溶解 於四氫呋喃（30mL)中，在〇〇c至5°C範圍内滴入三乙胺 3.55g (35.1毫莫耳）’於室溫.下施行3日攪拌。待確認反應 結束後’在減壓下將溶劑餾除，再將殘渣用醋酸乙酯萃取。 將有機層用檸檬酸水溶液洗淨，再用無水硫酸鈉乾燥，濃 縮’將獲得之固形物用二異丙醚洗淨，獲得白色粉末的 曱基異噚唑-5-基）甲基]_2_侧氧基-1,2-二氫喹喏啉_3_ 羧酸乙酯3.4g (產率：93%)。 h-NMR 數據（CDC13/TMS δ (ppm)): 6.14 (1H, $), 7.42 (1H, t), S d)； 5-52(2Ht s)&gt; (4)l-[(3-甲基異噚唑-5-基）甲基]-2-側氧基-1，2-二氫喹 喏琳-3-羧酸之製造 將1-[(3-甲基異噚唑-5-基）曱基]_2•侧氧基-l，2-二氫喹 喏啉-3-羧酸乙酯3.0g (9.58毫莫耳）與氫氧化鋰一水合物 〇.46g (11.5晕莫耳）溶解於乙醇（3〇mL)及水（3〇mL)的混合 溶劑中，在室溫施行2小時攪拌。將反應溶液濃縮為半量 後，在殘渣中添加水，用10〇/〇鹽酸酸化後，再用醋酸乙酯 卒取。將有機層用水洗淨，再用無水硫酸鈉乾燥，濃縮， 獲得白色粉末的1-[(3·甲基異噚唑_5_基）曱基]_2_側氧基 二氫喧°若啦-3-叛酸2.3g (產率：84%)。 ^-NMR 數據（CDC13/TMS δ (ppm)): 320292 268 200920255 2.28 (3H，s) ’ 5.66 (2H，s), 7.62 (1H，t)，7.71 Qh，d), 7_ 87 (1H, t)，8.28 (1H d) [參考例6] 2-側氧基-l-[(2,2,2_三氟乙氧基）甲基pit二氫喹喏啉 -3-缓酸之製造（製造中間體的化合物編號v_35) (1)1-(甲基硫基曱基）-2-側氧基“，孓二氫喹喏啉_3_叛 酸乙酯之製造 將2-側氧基-1,2-二氫喹喏啉_3_羧璇乙酯5.0g (22.9毫 莫耳）、碳酸鉀3.8g(27.5毫莫耳）、埃化鉀4 56g (27 5毫莫 耳）及氯甲基甲基硫醚.2.43g(25.2毫莫耳）溶解於丙酮 (100mL)中，施行5小時回流。待反應結束後，在減壓下 將溶劑德除，在所獲得之殘渣中添加水與醋酸乙酯的混合 液，並施行分液。將有機層用無水硫酸鎂乾燥，將無機物 濾除。在減壓下餾除溶劑，將所獲得之殘渣利用二***施 行固化，獲得白色粉末的1_(甲基硫基甲基）_2_側氧基^，孓 二氫喹喏啉-3-羧酸乙酯3.5g(產率55%)。 W-NMR 數據（CDC13/TMS δ (ppm)): 7：98 (1H, d)' 2'32 (3H，S)，4'51 (2H，Q)，5·39 (2H，S)&gt; 7·40 (2H&gt; &gt;»)- 7·67 (1H- (2)1-(氯甲基）-2-侧氧基·1，2-二氫喹喏啉_3_羧酸乙酯 之製造 ：. 1-(曱基硫基曱基）-2-側氧基-1，2·二氫喹喏啉-3-羧酸 乙醋2.1g (7.5亳莫耳）溶解於二氯曱烷（1〇inL)中，並將磺 醯氯1.3g (9.8毫莫耳）在切艺以下滴入，於室溫下施行2 小時擾拌。待反應結束後，在減壓下餾除溶劑，獲得1兴氯 甲基）-2-側氧基_1，2-二氫喹喏啉_3_羧酸乙酯。所獲得之氯 269 320292 200920255 甲基化體係在未施行精製之情況下’直接使用於下述反應。 (3)2-侧氧基-l-[(2,2,2-三氟乙氧基）甲基;二氫喹 喏啉-3-羧酸乙酯之製造 將2,2,2-三氟乙醇Ugp.o毫莫耳）溶解於N,N_二甲基 甲醯胺（20mL)中’逐次少量添加6〇%氫化鈉（油性）〇.36g (9.0毫莫耳）’於室溫施行攪拌1小時。在該反應溶液中， 於l〇°C以下添加上述所獲得之丨_(氣甲基）_2_側氧基 二氫喹喏啉-3-羧酸乙酯，經在室溫下施行3小時攪摔後， 在添加於冰水中，將所析出固形物施行濾取。將所獲得之 固形物用水洗淨後，於減壓下施行乾燥，獲得黃色粉末的 2-侧氧基-l-[(2,2,2-三氟乙氧基）曱基；^丨^二氫喹喏啉_3_ 羧酸乙酯2.0g (產率81〇/0)。 !H-NMR 數據（CDCWTMS δ (ppm)):[Reference Example 3] (Production intermediate) 4-(4-decyloxyphenyl)_3_sideoxy_3,4-dihydroacridino[2,3-b]pyridine-2-carboxylic acid Manufacture (Compound Intermediate No. VIII-34) (1) Preparation of Ν-(4-methoxyphenyl)-3-nitroindolepyrimidine-2-amine 2-Chloro-3-stone 5.0 g (32 mmol) was dissolved in 2-ethoxyethanol (150 mL), and water (150 mL) was added. To the mixed solution, 3.9 g (32 mmol) of methoxyanilide and 6N hydrochloric acid (1 mL) were added, and the mixture was stirred under reflux for 12 hours. After the completion of the reaction, the reaction solution was cooled to room temperature. The solvent was removed under reduced pressure. After extracting with ethyl acetate and washing with saturated brine, the obtained organic layer was dried over anhydrous magnesium sulfate. After the inorganic substance was filtered off, the solvent was distilled off under reduced pressure to give orange crystals of N-(4-methoxyphenyl)-3-nitropyridin-2-amine 6.6 g (yield: 85%) ). &quot;H-NMR data (CDC13/TMS δ (ppm)): 3.83 (3H, s), 6.78 (1H, q), 6.94 (2H, .d), 7.49 (2H, d), 8.44 (1H, q ), 8.51 (1H, q), 9.96 (1H, brs) (2) Manufacture of 3-amino-2-(4-methoxyphenyl)amino pi-pyridinium 2-(4-methoxyl) Phenyl)amino-3-nitroacridine 6.6 g (27 mmol) was dissolved in decyl alcohol (150 mL). A solution of tin(II) chloride dihydrate dissolved in 12N hydrochloric acid (40 mL) was prepared and added dropwise to the reaction 264 320292 200920255 solution at 0 ° C for 5 minutes. After the reaction solution was returned to room temperature, stirring was carried out for 3 hours. After the end of the reaction, the solvent was removed under reduced pressure, and water (丨〇〇mL) was added. After using a 1% by weight aqueous solution of sodium oxide, the reaction solution was adjusted to 2, and after filtration, it was extracted with dichloromethane. After the obtained organic layer was dried over anhydrous sulfuric acid, the inorganic material was filtered off, and the solvent was removed under reduced pressure to give the crystals of 3-amino-2-(4-methoxyphenyl)amine. Pyridine 5 2g (yield: 90%) ° ^-NMR data (CDC13/TMS δ (ppm)): 6.69 (1H, q), 6.87 (2H, d), 6.97 (1H, 3' 34 (2H, s ), 3.79 (3H, s), 6. 06 (1H, brs), q), 7.22 (2H, d), 7.80 (1H, q) ' (3) 4-(4-decyloxyphenyl)_3 _Sideoxy_3,4-dihydroacridino[2,3_b] Pyridin-2-carboxylic acid ethyl ester production 3-amino-2-(4-decyloxyphenyl)amine Pyridine 5 2 g (24 inm〇i) was dissolved in ethanol (15 mL), and 4:6 g (27 mm) of dimethylmalonate diethyl vinegar was added thereto, and the mixture was stirred under heating and reflux for 9 hours. After confirming the reaction mixture 'after the bundle', the reaction solution was cooled to room $, and the solvent was removed under reduced pressure. The obtained residue was purified by column chromatography (developing solvent ethyl acetate: hexanes &lt;RTI ID=0.0&gt; - Dihydroindole [2, 3 hours than carboxylic acid ethyl vinegar 2 9 g (yield: 37%). W-NMR data (CDC13/TMS δ (ppm)): 1.44 (3H, t), 3.88 (2H, s), 4.51 (2H, 〇) 7 〇q (〇u jn -7 , , . 8.29 (1H, q), 8.54 (1H, q) H· 7.09 (2H, d), 7.22 (SH.d), 7.35 (1H, q; 2::: stupid), oxy-3,4·dihydro(tetra) and (4) 320292 265 200920255 4-(4-methoxyphenyl)-3-oxooxy-3,4-dihydro-π ratio bite [2,3-b] ° ratio 2.9 g (9 mmol) was dissolved in ι,4-dioxane (3 〇mL), and a solution of 1.8 g (13 mmol) of potassium carbonate dissolved in water (6 〇mL) was prepared and added to the reaction solution at room temperature. After that, stirring was carried out for 1 hour at 5 ° C. After the completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was removed under reduced pressure. After adding water (5OmL), the reaction solution was cooled to 〇t: adjusted to pH 1 using 6N hydrochloric acid. Next, the solid was filtered off and dried to obtain a yellow crystal of 4-(4-methoxyphenyl)_3_sideoxy-3,4-dihydro- 0 ratio. Bite and [2, 3-1)] 11 to 13 well-2-slow acid 2.6 § (yield: 98 ° / 〇). W-NMR data (CDC13/TMS δ (ppm)): 3.91 (3H, s), 7.15 (2H, d), 7.23 (2H, d), 7.56 (1H, q), 8.63 (1H. q), 8.72 (1H, q) [Reference Example 4] (Production intermediate) 1-(3-decyloxyphenyl)_2_sideoxy_i,2_dihydroindole-3 - manufacture of oleic acid vinegar 2. The side oxy-1,2-dihydroquinoxaline _3·carboxylic acid ethyl ester 2. 〇g (9.2 亳 mol) was dissolved in dichloro decane (1 〇〇 mL), added 3_ 3-methoxyphenylboronic acid 2.8g (1.8 millimolar), anhydrous vinegar copper (II) 3.3g (1.8 millimolar) and π specific bite 1.4g (1.8 millimolar), Stirring was carried out for 72 hours at room temperature. After the completion of the reaction, the inorganic material was filtered off, and the solvent was distilled off under reduced pressure. The residue obtained was analyzed by column chromatography (developing solvent ethyl acetate:hexane = 1: hydrazine to give white powder of K(3_methoxyphenyl)-2- oxo 4,2- Hydrogen quinoxaline decanoic acid ethyl ester l2g (yield: 42%). h-NMR data (CDC13/TMS δ (ppm)): 320292 266 200920255 1.43 (3H, t), 3.83 (3H, s), 4.51 ( 2H, q). 6.77-6.88 (2H, m), 7.08 (2H, d), 7.35 (1H, t), 7.39-7.53 (2H, m), 7.98 (1H, d) ' [Reference Example 5] ( Production of intermediates - Preparation of 1-[(3-methylisoxazol-5-yl)indolyl]-2-yloxy-1,2-dihydroquinoxaline-3-carboxylic acid Compound No. V-103) (1) 2-Phenoxy-1 -(2-propynyl)-1,2-dihydro-p-cha. The production of J-lin-3-carboxylic acid ethyl ester will be N-( 2-propynyl)-1,2-phenylenediamine 9.2 g (62.9 mmol) and diethyl ketomalonate 12.lg (69.2 mmol) dissolved in toluene (i〇〇mL) In the middle, the reflux was carried out for 3 hours. After confirming the completion of the reaction, the reaction solution was concentrated under reduced pressure, and the obtained solid was washed with diisopropyl acid to obtain a white succinyl 2- oxy-1. (2-propanyl)-1,2-dihydro.啥π若琳·3-retensive acid 15.0 g of ester (yield: 93%). H-NMR data (CDC13/TMS δ (ppm)): : L45 (3H&gt; t). 2.32 (1H, t), 7·7〇 (1H, t) , 7.97 (1H, d) 4-51 (2H, q), 5.08 (2H, d), 7.43 (1H, t), 7.52 (1H, d) (2) Production of acetaldehyde oxime 10.4 g (77.9 mmol) of quinone imine was dissolved in N,N-dimethylformamide (65 mL), and 3.6 g (60.9 mmol) of acetaldehyde oxime was added in the range of 〇°c to 5 C. After dripping, the mixture was stirred for 3 hours under a crucible. Water was added to the reaction solution, and the mixture was extracted with diethyl ether. The organic layer was washed with a saturated aqueous solution of sodium sulfate, dried and concentrated to give chloroacetic acid as a yellow liquid. The obtained chloroacetic acid was used in the following reaction without purification. (3) 1-[(3-Methylisoxazole-5-yl)indenyl]_2_sideoxydihydrogen Quino 320292 267 200920255 D If scare _3-carboxylic acid vinegar production 2 - side oxy_ι_ (2_ propyl block)_ι, 2 - dihydro 啥 琳 _ _ 3_ acid ethyl ester 3.0g ( 11.7 mmol/ chloroacetaldehyde oxime 3.28 g (35.1 mmol) dissolved in tetrahydrofuran (30 mL), and triethylamine 3.55 g (35.1 mmol) was added dropwise from 〇〇c to 5 °C. The ear was stirred at room temperature for 3 days. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The organic layer was washed with an aqueous solution of citric acid and dried over anhydrous sodium sulfate, and concentrated, and the solid obtained was washed with diisopropyl ether to give a white powder of decylisoxazole-5-yl)methyl]_2. Ethyloxy-1,2-dihydroquinoxaline_3_carboxylate ethyl ester 3.4 g (yield: 93%). H-NMR data (CDC13/TMS δ (ppm)): 6.14 (1H, $), 7.42 (1H, t), S d); 5-52 (2Ht s)&gt; (4) l-[(3- Manufacture of methyl isoxazole-5-yl)methyl]-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid 1-[(3-methylisoxazole-5 -yl) fluorenyl]_2• oxo-l,2-dihydroquinoxaline-3-carboxylic acid ethyl ester 3.0 g (9.58 mmol) and lithium hydroxide monohydrate 〇.46 g (11.5 faint mo The ear was dissolved in a mixed solvent of ethanol (3 mL) and water (3 mL), and stirred at room temperature for 2 hours. After concentrating the reaction solution to a half amount, water was added to the residue, acidified with 10 〇 / 〇 hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated to give 1-[(3-methylisoxazole-5-yl)indenyl]_2_ s-oxydihydroindole as a white powder. -3- tetrandic acid 2.3 g (yield: 84%). ^-NMR data (CDC13/TMS δ (ppm)): 320292 268 200920255 2.28 (3H, s) ' 5.66 (2H, s), 7.62 (1H, t), 7.71 Qh, d), 7_ 87 (1H, t ), 8.28 (1H d) [Reference Example 6] Production of 2-oxo-l-[(2,2,2-trifluoroethoxy)methylpit dihydroquinoxaline-3-hypoacid ( Compound No. v_35 for the production of intermediates (1) 1-(Methylthiomethyl)-2-oxo-oxyl, the production of hydrazine dihydroquinoxaline _3_oleic acid ethyl ester -1,2-dihydroquinoxaline _3_carboxyxanthate ethyl ester 5.0g (22.9 millimolar), potassium carbonate 3.8g (27.5 millimolar), potassium hydride 4 56g (27 5 millimolar) and Chloromethyl methyl sulfide. 2.43 g (25.2 mmol) was dissolved in acetone (100 mL) and refluxed for 5 hours. After the reaction was completed, the solvent was removed under reduced pressure and added to the obtained residue. A mixture of water and ethyl acetate was subjected to liquid separation, and the organic layer was dried over anhydrous magnesium sulfate, and the inorganic material was filtered off. The solvent was evaporated under reduced pressure, and the obtained residue was solidified with diethyl ether to obtain a white powder. 1-(Methylthiomethyl)_2_sideoxy^, hydrazine dihydroquinoxaline-3-carboxylic acid ethyl ester 3.5 g (yield 55%) W-NMR data (CDC13/TMS δ (ppm)): 7:98 (1H, d)' 2'32 (3H, S), 4'51 (2H, Q), 5·39 (2H, S)&gt ; 7·40 (2H&gt;&gt;»)- 7·67 (1H-(2)1-(chloromethyl)-2-oxooxy-1,2-dihydroquinoxaline_3_carboxylic acid Preparation of ester: 1-(decylthiodecyl)-2-oxo-1,2. dihydroquinoxaline-3-carboxylic acid ethyl acetate 2.1 g (7.5 Torr) dissolved in dichloro In decane (1 〇 inL), 1.3 g (9.8 mmol) of sulfonium chloride was added dropwise under the cutting technique, and the mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was distilled off under reduced pressure. Solvent, ethyl 1 chloromethyl)-2-oxooxyl, 2-dihydroquinoxaline _3-carboxylate obtained. Chlorine obtained 269 320292 200920255 methylation system in the absence of refining The following 'is directly used in the following reaction. (3) 2-Phenoxy-l-[(2,2,2-trifluoroethoxy)methyl; dihydroquinoxaline-3-carboxylic acid ethyl ester Production of 2,2,2-trifluoroethanol Ugp.o millimolar) in N,N-dimethylformamide (20 mL) - a small amount of 6 % sodium hydride (oily) 〇.36 g (sequentially added) 9.0 millimolar) 'Stirring at room temperature for 1 hour. In the reaction solution, l The above-obtained 丨_(gasmethyl)_2_sideoxydihydroquinoxaline-3-carboxylic acid ethyl ester was added below °C, and was added to ice water after being stirred at room temperature for 3 hours. The precipitated solid matter is subjected to filtration. After the obtained solid matter was washed with water, it was dried under reduced pressure to obtain a 2-ytoxy-l-[(2,2,2-trifluoroethoxy)decyl group as a yellow powder; Ethyl dihydroquinoxaline _3_carboxylate 2.0 g (yield 81 〇/0). !H-NMR data (CDCWTMS δ (ppm)):

1.45 (3H，t), 4.10 (2H，q)，4.52 (2H，q〉，5.85 (2H, s), 7.45 (1H, t), 7 54 (1H d), 7.68 (1H, t), 7.97 (1H, d) ' (4)2-側氧基-l-[(2,2,2-三氟乙氧基）甲基]二氫喹 喏啉-3-羧酸之'製造 將2-侧氧基-l-[(2,2,2-三氟乙氧基）曱基]氫口奎 嗔啉-3-羧酸乙酯1.5g (4.54毫莫耳）及氫氧化鋰一水合物 〇-28g (6.81毫莫耳）溶解於乙醇（3〇mL)及水（3〇mL)的混合 溶劑中，於室溫下施行2小時攪拌。將反應溶液濃縮至半 量後，在殘渣中添加水，用10%鹽酸酸化後，再用醋酸乙 酯萃取。將有機層利用水洗淨，再用無水硫酸鈉乾燥，濃 縮’獲得白色粉末的2-侧氧基-i_[(2,2,2_三氟乙氧基）曱 320292 270 200920255 基]-1,2-二氫喹喏啉-3-羧酸2.4g (產率53%)。 iH-NMR 數據（CDC13/TMS δ (ppm)): 4.14 (2H, q), 5.98 (2H, s), 7.64 (2H, in), 7.86 (1H, t), 8.26 (1H, d) [參考例7] 5 -氟-1-(4-甲氧基苯基）-2-側氧基-1，2-二氫嗤喧嗜_3__ 羧酸之製造（製造中間體的化合物編號VI-134) (1)3-氟-N-(4-曱氧基苯基）·2-石貞基苯胺之製造 將2,6-二氟硝基笨；20.0g (126mmol)及對-曱氧基笨胺 17.0g(138mmol)容解於Ν,Ν-二甲基曱醯胺（6〇ml)中，添加 碳酸鉀20.8g (150mmol)，在75。(：下施行12小時加熱檀拌。 將反應混合物注入於水中，用醋酸乙酯萃取。將所萃取得 之有機層依序利用水、10%鹽酸、水、飽和氯化鈉水溶液 洗淨，用無水硫酸鎂乾燥後，在減壓下濃縮。將所獲得之. 殘渣用矽膠管柱色層分析（展開溶劑醋酸乙酯：己烷=1 : 9)精製，獲得褐色液體的3-氟-N-(4_甲氧基苯基硝基苯 胺 21.2g (產率 64%) 〇 h-NMR 數據（CDC13/TMS δ (ppm)): 3^84 (s, 3H), 6.50 (t) 1H), 6. 73 (d, 1H)&gt; 6. 94 (d,2H)( 7. 15_?. 2J (m&gt; 3H)( (^ . (2)3氟-N -(4_甲氧.基苯基）_i，2_苯二胺之製造. 將3_氟-N-(4-甲氧基苯基)_2_確基苯胺212g(8〇8_〇i) 溶解於乙醇（6〇〇ml)中，添加5%纪活性碳2.1g，在氫環境 下施行12小時騎。將反應混合物過濾，再將濾液於減壓 下濃縮。將所獲得之殘渣用矽膠管柱色層分析(展開溶劑醋 酸乙酯：己炫=1 : 4)精製，獲得淡黃色液體的3-氟|(4_ 320292 271 200920255 曱氧基笨基）-1,2-苯二胺I5.4g(產率82%)。 ^-NMR 數據（CDC13/TMS δ (ppm)): 3.63 (br, 2H), 3.78 (s&gt; 3H), 5.12 (br, 1H), 6. 61-6.83 (m, 7H) (3) 5-氟-1-(4-曱氧基苯基）_2_侧氧基4,2-二氫喹喏啉 -3-羧酸乙酯之製造 將 3-氟-N1·^-甲氧基苯基)_ι，2-苯二胺 15.4g(66.3mmol) 及酮基丙二酸二乙酯ll_6g (66.6mmol)溶解於苯（4〇〇ml)， 在Dean-Stark裝置中，一邊將水除去一邊施行2小時加熱 回流。將反應混合物在減壓下濃縮後，將所獲得之殘渔溶 解於醋酸乙酯中，再用水、10%鹽酸及飽和氯化鈉水溶液 洗淨。將有機層用無水硫酸鎂乾燥，在減壓下濃縮。將所 後得之殘渣再結晶（乙醇），獲得淡紫色針狀晶的5_氟_丨_(4· 甲氧基苯基）_2-側氧基-1，2-二氳喹喏琳_3-敌酸乙酯i4.5g (產率64%)。 W-NMR 數據（CDC13/TMS δ (ppm)): U3 (t, 3H), 3.89 (s, 3H), 4.50 (q, 2H), 6.56 (d, 1H), 7.05-7.22 (ι, 5H), 7.39¾ (4) 5-氟-1-(4-甲氧基苯基）-2-侧氧基4,2-二氫喹喏啉 -3-幾酸之製造 將5-氟-i_(4-甲氧基苯基）_2_側氧基_丨，2_二氫喹喏啉 -3-羧酸乙酯14 3g(418mm〇1)溶解於乙醇，添加 25 =氫氧化鈉水溶液10.0g (62.5mm〇1)，在室溫下施二二 、小時攪拌。將反應混合物在減壓下濃縮，在所獲得殘渣中 添加水，並用10%鹽酸酸化。將所析出之固體濾出，用水 320292 272 200920255 洗淨後，乾燥，獲得淡黃色粉末的5-氟-1_(4-曱氧基苯 基）-2-側氧基-1,2-二氫啥喏琳-3-魏酸ll.lg(產率84%)。 ^-NMR 數據（CDC13/TMS δ (ppm)): 3. 93 (s, 3H), 6.71 (d, 1H), 7.15-7. 29 (m, 5H), 7.60 (m, 1H) '[參考例8 ] 5-氯-1-(4-曱氧基苯基）-2-側氧基-1,2-二氫σ奎喏琳_3_ 羧酸之製造（製造中間體的化合物編號VI-142) (1)3 -氯-1，2 -苯二胺之製造 將3-氯-2-硝基苯胺I2.5g (72.4mmol)溶解於曱醇 (250ml)中，並滴入氯化錫（Π)二水合物57 2g(253mm〇1)溶 解於濃鹽酸（75ml)的溶液。將反應混合物施行3小時加熱 擾拌’在減壓下;辰縮。在所獲得之殘造中添加水，用Μ% 氫氧化納水溶液將溶液驗化，再用二氣甲烷萃取。將所萃 取之有機層用無水硫酸鎂乾燥後，在減壓下濃縮，.獲得淡 紫色液體的3_氯-I，2·苯二胺10.5g(產率&gt;99%)。 ^-NMR 數據（CDC13/TMS δ (ppm)): 3.58 (br，4H), 6.60-6.65 (m，2H), 6.82 (m，iH) (2)5-氯-2-側氧基-1，2-二氫啥喏琳_3_叛酸乙酯之製造 將3_氯-1，2-苯二胺l〇.5g(73.6mm〇1)及闕基丙二酸二 乙醋l2.8g(73.5mm〇l)溶解於乙醇中，施行3小時加熱^ 流。在加熱回流下，添加乙醇直到所析出的結晶溶解為止D 將反應混合物冷卻至室溫後，將析出結晶濾出。將 用冷乙醇洗淨後’乾燥，獲得淡黃色針狀晶的5_氯丄」 基-1，2-二氫喹喏啉_3_羧酸乙酯1〇 5g (產率。 ^ 320292 273 200920255 W-NMR 數據（CDC13/TMS δ (ppm)): 1.44 (t, 3H), 4.51 (q, 2H), 7.26-7.46 (m, 3H), 12.79 (br, 1H) (3) 5-氯曱氧基苯基）_2-側氧基-1，2·二氫喹喏啉 -3-緩酸乙醋之製造 在5-氯-2-側氧基-1，2-二氫嗤喏琳-3-叛酸乙酯.5.7g (22.6mmol)、4-甲氧基苯基硼酸6.9g (45.4mmol)、無水醋 酸銅（11)8.2g (45.lmmol)及氯仿（200ml)的漿料中，滴入吡 。定3.6g (45.5mmol)及三乙胺4.6g (45.5mmol)，在室溫下施 行72小時攪拌。將反應混合物用10%鹽酸洗淨，用無水 硫酸鎂乾燥，再於減壓下濃縮。將所獲得之殘渣用矽膠管 柱色層分析（展開溶劑醋酸乙酯：己烷=2 : 3)單離，將經單 離的固體用一異丙鍵洗淨’獲得淡黃色粉末的5 -氯- l- (4_ 甲氧基苯基）-2-側氧基-1,2-二氫逢喏淋-3-缓酸乙酯6.3g (產率 78°/。）。·. iH-NMR 數據(CDC13/TMS δ (ppm)): 1.43 (t, 3H), 3.89 (s, 3H), 4.51 (q, 2H), 6.69 (d, 1H), 7.11 (d, 2H), 7.18 (d 2H) 7.33 (t, 1H), 7.44 (d, 1H) (4) 5-氯-1-(4-甲氧基苯基）-2-側氧基_i，2_二氫喹喏琳 _3·羧酸之製造‘： 將5-氯-1-(4-曱氧基苯基）_2-側氧基-ΐ，2_二氫喹喏琳 -3·羧酸乙酯7.7g (21.5mmol)溶解於乙醇（i00ml)中，添加 25¾虱氧化納水溶液6.9g (43 .lmmol)’在室溫下授拌I】 小時。將反應混合物在減壓下濃縮，再於所獲得之殘渣中 添加水，用10%鹽酸酸化。將所析出之固體濾出，用水洗 320292 274 200920255 淨後’乾燥，獲得淡黃色粉末的5-氯-1-(4-曱氧基苯基）-2-側氧基-1，2-二氫喹喏啉-3-羧酸6.7g (產率94%)。 W-NMR 數據(CDC13/TMS δ (ppm)): 3.93 (s, 3H), 6.82 (d, 1H), 111 (d, 2H), 7.22 (d, 2H), 7.55 (t, 1H), 7.62 (d, 1H) [參考例9] 1-(苯并[dni，3]二曙茂-5-基）-2-側氧基-1，2-二氫嗤嗔 啉_3_羧酸之製造（製造中間體的化合物編號v_155) (1) Ν-(2·硝基苯基）苯并[d；|[l,3]二噚茂-5-基胺之製造 將2-氟硝基苯9.3g (66mmol)、苯并[幻[1，3]二噚茂-5- ，基胺10g (73mmol)溶解於N，N-二曱基甲醯胺（60ml)中，並 添加碳酸鉀10.9g (79mmol)。將該混合溶液在加熱回流下 施行10小時攪拌。將反應混合物注入水中，用醋酸乙酯萃 取。將所萃取之有機層用飽和氯化鈉水溶液洗淨。用無水 硫酸鎂乾燥後，再於減壓下濃縮。將所獲得之殘渣用矽膠 管柱色層分析（展開溶劑醋酸乙酯：己烷=1 : 3)精製，獲得 〜紅紫色結晶的N-(2-硝基苯基）苯并[d][l，3]二噚茂-5-基胺 llg (產率 65°/。）。 W-NMR 數據（CDC13/TMS δ (ppm)): 6.02 (1H, s), 6.76-6.87 (3H, id), 7.23 (1H, d), 7.46 (lH, d), 7.62 (1H, d), 7.99 (1H,. d), 8.47 (1H, s) (2) N-(苯并[d][l,3]二噚茂-5-基)苯-1，2-二胺之製造 將鐵粉13.6g (244mmol)及N-(2-硝基苯基）苯并[d][l，3] 二吗茂_5-基胺l〇.5g (40mmol)添加於醋酸乙酯（130ml)、水 (65mL)、及醋酸（15mL)的混合溶劑中，於70。(：下施行1小 275 320292 200920255 時攪拌。將反應溶液冷卻至室溫後，使用過濾助劑施行過 濾，將、不溶物濾除。分取濾液的有機層，用水洗淨並用無 水硫酸鎮乾燥後’於減壓下濃縮，獲得白色結晶的 并[d][l，3]二曙茂-5-基）苯-1，2-二胺 9.2g (產率 99%)。 W-NMR 數據(CDC13/TMS δ (ppm)): an, ra&gt;, , 33-, 39 (1Η, ffi)) —HL 口奎 (3)1-(苯并[dni，3]二噚茂-5_ 基）_2_側氧基 _1}2 喏啉-3-羧酸乙酯之製造 將N-(苯并[d]n，3]二噚茂_5_基）苯-^·二胺9 2g (40mm〇l)溶解於甲苯（2〇〇ml)中，添加酮基丙二酸二乙酯 8.4g(48mm〇l) ’在Dean-Stark裝置中一邊將水除去一邊曰施 行2小時加熱回流。將反應溶液冷卻至室溫，在減壓下將 溶劑德除。將所獲得之殘渣用乙醇固化，獲得黃色結晶的 i-(苯并[d][l，3]二曙茂-5-基）-2-側氧基_ι,2_二氫喹喏琳 羧酸乙酯13.6g (產率49%)。 iH-NMR 數據（CDC13/TMS δ (ppm)): 1.44 (3H, t), 4.50 (2H, q), 6.09 (2H, d), 6.74-6. d), 7.36 (1H, t), 7.47 (1H, t), 7.97 (1H, d) 77 (2H, m), 6. 83 (1H, d), 7- °1 (1H, (4)1-(苯并[dni,3】二噚茂_5_基）_2_側氧基_i，2_二氬喹 喏啉-2-羧酸之製造 將1-(苯并[(1Π1，3]二噚茂-5-基）-2-侧氧基4,2-二氫喹 °若琳-3-羧酸乙酯6.7g(18mmol)及氫氧化鋰一水合物〇9g (21mmol)溶解於乙醇（60ml)及水（60ml)的混合溶劑中，在 室溫下施行2小時授拌。將反應混合物在減壓下漠縮，再 於所獲得之殘渣中添加水，用1〇〇/。鹽酸酸化。將所析出之 320292 276 200920255 固體濾出，並利用水洗淨後’乾燥，獲得黃色結晶的丨_(笨 并[dni，3]二1%茂-5-基）-2-側氧基- i，2-二氫喧嗔琳_2_叛酸 5.〇g(產率：93°/❶）。 W-NMR 數據（CDC13/TMS δ (ppm)): s)、，6·73 (,1H，d)，6·88 (1H’ d)，7·05 (1H，s), 7·13 (1H，d)，7·40 (1H, t)， 7.52 (1H, t), 7.89 (1H, d) [參考例10] 1-(2,3-二氫苯并[b][l，4]二噚英-6-基）-2-側氧基-1，2-二 氫喹喏啉-3-羧酸之製造（製造中間體的化合物編號v_158) (1)Ν-(2-硝基苯基）-2,3-二氫苯并[b]|；i，4]二噚英_6_胺 之製造 將 2,3-二氫苯并[b]l,4-二噚英_6_胺 5.9g(39mmol)、及 2-氟硝基苯5.0g(35mmol)溶解於N_曱基吡咯啶酮（7〇ml) 中，添加碳酸鉀20.8g(150mmol)，在i2〇°c下施行10小時 加熱擾拌。將反應混合物注入水中，用醋酸乙酯萃取。將 所萃取之有機層依序利用丨0%鹽酸、水、及飽和氯化鈉水 溶液洗淨，用無水硫酸鎂乾燥後，再於減壓下濃縮。將所 獲付之殘渣用矽膠管柱色層分析（展開溶劑醋酸乙酯：己烷 =1 : 4)精製，獲得紅色液體的队(2_硝基苯基）_2,3-二氫苯 并[b][l，4] 一 卩亏英-6-胺 6.4g(產率 66%)。 ^-NMR 數據（CDC13/TMS δ (ppm)): 4.29 (4H, s), 6.70-6.76 (2H, m), 6.81 (1H, t), 8,18 (1H, d), 9.36 (1H, s) ’ d). 6·9〇 (1H, d), 7,09 (1H, d), 7.33 (1H, (2)N-(2,3-二氫苯并[b][1，4]二噚英 _6_基）苯·丨,2_二胺 之製造 320292 277 200920255 將N-(2-石肖基苯基）-2,3-二氫苯并[b][l，4]二曙英_6-胺 6.3g(23mmol)、鐵粉 9.0g(161mmol)、醋酸（lml) ' 水（35ml) 及甲苯（70ml)的混合物施行8小時加熱回流。將反應混合 物用過濾'助劑過濾、’並將不溶物;慮除。分取滤液的有機層， 將其用水洗淨，用.無水硫酸鎂乾燥後，再於減壓下濃縮， 獲得褐色液體的N_(2,3-二氫苯并[b][l，4]二噚英_6_基）苯 -1,2-二胺 5.1g (產率·· 91%)。 W-NMR 數據（CDC13/TMS δ (ppm)): 3.71 (2H, br), 4.18-4.25 (4H, m), 4.97 (1H, br), 6.29-6.32 (2H, i), 6 70-6 79 ffl), 6.95 (1H, t), 7.06 (1H, d) H, (3)l-(2,3-二氫苯并[b][1,4]二噚英·6_基）_2_側氧基 -1，2-二氫喹喏啉羧酸乙酯之製造 將N-(2,3-二氫苯并[b][1，4]二噚英_6_基）苯二胺 5.0g(21mm〇l)及酮基丙二酸二乙醋3 9g(22mm〇1)溶解於甲 苯（60ml)中，在Dean_stark裝置中一邊將水除去一邊施行 1。2小時加熱回流。將反應溶液用水洗淨，用無水硫酸鎂2 燥後，再於減壓下濃縮。將所獲得之殘渣用矽膠管柱色 分析（展開溶劑醋酸乙酯：己烷=2 : 3)精製，獲得乳黃色二 末的1-(2,3-二氫苯并[bni，4]二噚英_6_基）_2_側氧基二 氫啥°若琳-3-鲮酸乙酯4.6g(產率63%)。 !H-NMR ^l#(CDG13/TMS δ (ppm))： 7·'32-7349 (k,4»),0'^3® [tl f 4·50 (2H- 6·74-6·^ OH, m), 7. 〇6 (lH&gt; rf) _ ⑷p(2,3-二氫苯并[b][1，4]二卩f英基）_2_側氧基 -1，2-二氫喹喏啉_3_羧酸之製造 土 320292 278 200920255 將1_(2,3-二氫苯并[b；][l，4]二噚英-6_基)-2-側氧基-1，2-一氫啥°若啉-3-羧酸乙酯4.5g(13mmol)溶解於乙_ (i〇〇ml) 中’添加25%氫氧化納水溶液4. lg (26mmol)，在室溫下施 行2小時攪拌。將反應混合物在減壓下濃縮，在所獲得之 殘渣中添加水，用1 〇%鹽酸酸化。將所析出之固體渡出， 用水洗淨後’乾燥，獲得淡黃色粉末的1_(2,3_二氫苯并 [b][l，4]二曙英-6-基）-2-侧氧基-1，2-二氫喧喏琳_3_羧酸 3_9g (產率：94%)。 W-NMR 數據（CDC13/TMS δ (ppm)): U5'：i：V428 ά 6d)77 (1Η, d)&gt; 6·85 (1Η·sK 6·&quot; (1Η·d)-7·14 [參考例π] 4-(3-氟-4-曱基苯基）-3_侧氧基_3,4-二氫π比咬并[2,3-b] 吼畊-2-羧酸之製造（製造中間體的化合物編號νΠΙ_164) (1)&gt;1-(3-氟-4-曱基’苯基）-3-確基-2-吨唆基胺之製造. 將2-氯-3-硝基'唆45g (〇.28mol)溶解於2-乙氧基乙 醇（300ml)中，並添加3-氟-4-曱基苯胺36g (〇.28mol)、12N 鹽酸（10ml)及水(300ml)，在加熱回流下攪拌24小時。將 反應溶液冷卻至室溫’在減壓下顧除溶劑。用醋酸乙酯萃 取，並用飽和食鹽水洗淨，將有機層用無水硫酸鎂乾燥後， 再於減壓下濃縮’將所獲得之殘渣用二異丙醚洗淨，獲得 N-(3-氟-4-曱基苯基）-3-硝基-2-吡啶基胺57g (產率82%)。 &quot;H-NMR 數據（CDC13/TMS δ (ppm)): 2.27 (3H，d)，6.85 (1H，q)，7.16 (2H，d)，7.60 (1H，d), 8.50 (1H, m), 8.54 (1H, d), 10.10 (1H, brs) ’ 320292 279 200920255 (2) N2-(3-氟-4-甲基苯基）-2,3-吡啶二胺之製造 將N-(3-氟-4-甲基苯基）-3-石肖基-2-〇比〇定基胺57g (0.23mol)溶解於醋酸乙酯（250ml)中，並添加水（125ιη1)及 醋酸（80ml) ’加熱至50〇C。以不使反應溶液超過60。(：的方 式添加鐵粉77g (l_40mol)，然後在60°C下擾拌1小時。將 反應溶液冷卻至室溫，將無機物濾除後，用醋酸乙酯萃取， 並用飽和食鹽水洗淨’將有機層用無水硫酸鎂乾燥。在減 壓下鶴除溶劑，並將所獲得之殘渣用己院洗淨，獲得N2_(3-氟-4-甲基苯基）_2,3-吡啶二胺45g (產率90%)。 H-NMR 數據（CDCI3/TMS δ (ppm)): 7.83 (1H,' dd) 3'27 (2H，S)，6'26 (1H，brS)，6·74'6·86 (2H· m&gt;- 6-98-7.14 (3H, in), (3) 4-〇氟-4-甲基苯基侧氧基_3,4_二氫σ比啶并 [2,3-b]n比哄·2-缓酸乙醋之製造 將 N2-(3-氟-4-曱基苯基）_2,3_吡啶二胺 46g (0:.21mol) 洛解於曱苯（4〇〇ml)中’添加酮基丙二酸二乙酯4〇g (〇.23mol)及分子_ 4A 92g，在Dean_Stark裝置中一邊將水 除去一邊施行12小時加熱回流 '將反應溶液冷卻至室溫， 將無機物濾除後，在減壓下餾除溶劑。將所獲得之殘渣用 =異丙醚洗淨，獲得4_(3_氟_4_曱基苯基）_3_側氧基_3,4_二 氫π比啶并[2,3-b]吼0井-2-羧酸乙酯5〇g (產率73%)。1.45 (3H,t), 4.10 (2H,q),4.52 (2H,q>,5.85 (2H, s), 7.45 (1H, t), 7 54 (1H d), 7.68 (1H, t), 7.97 (1H, d) '(4)2-Sideoxy-l-[(2,2,2-trifluoroethoxy)methyl]dihydroquinoxaline-3-carboxylic acid's manufacture will be 2- Ethyloxy-l-[(2,2,2-trifluoroethoxy)decyl]hydrogen quinoxaline-3-carboxylic acid ethyl ester 1.5g (4.54 mmol) and lithium hydroxide monohydrate 〇-28g (6.81 mmol) was dissolved in a mixed solvent of ethanol (3 〇mL) and water (3 〇mL), and stirred at room temperature for 2 hours. After concentrating the reaction solution to a half amount, it was added to the residue. The water was acidified with 10% hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate, and then concentrated to give a white powder of 2- oxy-i-[(2,2, 2_Trifluoroethoxy) 曱320292 270 200920255 ki]-1,2-dihydroquinoxaline-3-carboxylic acid 2.4 g (yield 53%). iH-NMR data (CDC13/TMS δ (ppm) ): 4.14 (2H, q), 5.98 (2H, s), 7.64 (2H, in), 7.86 (1H, t), 8.26 (1H, d) [Reference Example 7] 5-fluoro-1-(4- Manufacture of methoxyl)-2-oxo-1,2-dihydroanthracene-3__carboxylic acid Compound No. VI-134) (1) Preparation of 3-fluoro-N-(4-decyloxyphenyl)-2-pyrhenylaniline 2,6-difluoronitro stupid; 20.0 g (126 mmol) and -1,0 g (138 mmol) of decyloxylamine was dissolved in hydrazine, hydrazine-dimethyl decylamine (6 〇ml), and 20.8 g (150 mmol) of potassium carbonate was added thereto, and heating was carried out at 75 ° for 12 hours. The reaction mixture is poured into water and extracted with ethyl acetate. The extracted organic layer is washed with water, 10% hydrochloric acid, water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The residue was concentrated under reduced pressure using a silica gel column chromatography (eluent solvent ethyl acetate:hexane = 1:9) to give 3-fluoro-N-(4-methoxy) as a brown liquid. Phenylnitroaniline 21.2g (yield 64%) 〇h-NMR data (CDC13/TMS δ (ppm)): 3^84 (s, 3H), 6.50 (t) 1H), 6. 73 (d, 1H)&gt; 6. 94 (d,2H)( 7. 15_?. 2J (m&gt; 3H)( (^ . (2)3Fluoro-N-(4-methoxyphenyl)_i, 2_ Manufacture of phenylenediamine. Dissolve 212 g (8〇8_〇i) of 3-fluoro-N-(4-methoxyphenyl)_2-decyl aniline in ethanol (6 〇〇ml), add 5% Activated carbon 2.1g, in The 12-hour ride was carried out in a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was evaporated evaporated. The obtained residue was purified by silica gel column chromatography (developing solvent ethyl acetate: hexane = 1: 4) to obtain 3-fluoro of pale yellow liquid ((4_320292 271 200920255 decyloxy)-1 2-phenylenediamine I5.4g (yield 82%). ^-NMR data (CDC13/TMS δ (ppm)): 3.63 (br, 2H), 3.78 (s&gt; 3H), 5.12 (br, 1H), 6. 61-6.83 (m, 7H) (3) 5- Manufacture of ethyl fluoro-1-(4-decyloxyphenyl)_2_sideoxy 4,2-dihydroquinoxaline-3-carboxylate 3-fluoro-N1·^-methoxyphenyl ), 1-phenyldiamine 15.4g (66.3mmol) and ketopropylmalonate ll_6g (66.6mmol) were dissolved in benzene (4〇〇ml), and the water was removed while in the Dean-Stark apparatus. The mixture was heated to reflux for 2 hours. After the reaction mixture was concentrated under reduced pressure, the obtained residue was dissolved in ethyl acetate and washed with water, 10% hydrochloric acid and saturated aqueous sodium chloride. The organic layer was dried with anhydrous magnesium sulfate and evaporated. The residue obtained is recrystallized (ethanol) to obtain lavender needle-like crystals of 5-fluoro-[丨-(4-methoxyphenyl)_2-sideoxy-1,2-dioxaquinoneline_ 3-Ethyl acid ethyl ester i 4.5 g (yield 64%). W-NMR data (CDC13/TMS δ (ppm)): U3 (t, 3H), 3.89 (s, 3H), 4.50 (q, 2H), 6.56 (d, 1H), 7.05-7.22 (ι, 5H) , 7.393⁄4 (4) Production of 5-fluoro-1-(4-methoxyphenyl)-2-oxooxy 4,2-dihydroquinoxaline-3-carboxylic acid 5-fluoro-i_( 4-methoxyphenyl)_2_sideoxy-oxime, ethyl 2-dihydroquinoxaline-3-carboxylate 14 3g (418mm〇1) dissolved in ethanol, added 25 = 10.0 g of aqueous sodium hydroxide solution (62.5mm〇1), stir at room temperature for 22 hours. The reaction mixture was concentrated under reduced pressure and water was evaporated and evaporated and evaporated. The solid which precipitated was filtered off, washed with water 320292 272 200920255, and dried to give a pale yellow powder of 5-fluoro-1(4-decyloxyphenyl)-2-oxooxy-1,2-dihydro啥喏琳-3-Wei acid ll.lg (yield 84%). ^-NMR data (CDC13/TMS δ (ppm)): 3. 93 (s, 3H), 6.71 (d, 1H), 7.15-7. 29 (m, 5H), 7.60 (m, 1H) '[Reference Example 8] Production of 5-chloro-1-(4-decyloxyphenyl)-2-oxooxy-1,2-dihydro σ-quineline _3_carboxylic acid (Compound No. VI of the intermediate) 142) (1) Preparation of 3-chloro-1,2-phenylenediamine 3-Chloro-2-nitroaniline I2.5g (72.4mmol) was dissolved in decyl alcohol (250ml), and tin chloride was added dropwise (Π) a solution in which dihydrate 57 2 g (253 mm 〇 1) was dissolved in concentrated hydrochloric acid (75 ml). The reaction mixture was heated for 3 hours, and the mixture was stirred under reduced pressure; Water was added to the obtained residue, and the solution was assayed with a Μ% aqueous sodium hydroxide solution, followed by extraction with di-methane. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give &lt;RTIgt;&lt;/RTI&gt; ^-NMR data (CDC13/TMS δ (ppm)): 3.58 (br, 4H), 6.60-6.65 (m, 2H), 6.82 (m, iH) (2) 5-chloro-2-oxooxy-1 , 2-dihydroindole _3_ tartary acid ethyl ester production will be 3_chloro-1,2-phenylenediamine l〇.5g (73.6mm〇1) and mercaptomalonic acid diacetate l2. 8 g (73.5 mm 〇l) was dissolved in ethanol and heated for 3 hours. Under heating under reflux, ethanol was added until the precipitated crystals dissolved. D After cooling the reaction mixture to room temperature, the precipitated crystals were filtered off. After washing with cold ethanol, it was 'dried to obtain pale yellow needle-like crystals of 5-chloroindole"-1,2-dihydroquinoxaline-3-carboxylic acid ethyl ester 1 〇 5 g (yield. ^ 320292 273 200920255 W-NMR data (CDC13/TMS δ (ppm)): 1.44 (t, 3H), 4.51 (q, 2H), 7.26-7.46 (m, 3H), 12.79 (br, 1H) (3) 5-chloro Preparation of decyloxyphenyl)_2-tertiaryoxy-1,2·dihydroquinoxaline-3-hyperacid acetate in 5-chloro-2-oxo-1,2-dihydroindole 3- oxalic acid ethyl ester. 5.7 g (22.6 mmol), 4-methoxyphenylboronic acid 6.9 g (45.4 mmol), anhydrous copper acetate (11) 8.2 g (45.lmmol) and chloroform (200 ml) In the material, p-in drops. 3.6 g (45.5 mmol) and 4.6 g (45.5 mmol) of triethylamine were placed and stirred at room temperature for 72 hours. The reaction mixture was washed with EtOAc EtOAc. The residue obtained was separated by a color column chromatography (developing solvent ethyl acetate: hexane = 2:3), and the isolated solid was washed with an isopropyl bond to obtain a pale yellow powder. Chloro-l-(4-methoxyphenyl)-2-oxo-1,2-dihydrofluorene-3-ethyl-acid ethyl ester 6.3 g (yield 78°/.). iH-NMR data (CDC13/TMS δ (ppm)): 1.43 (t, 3H), 3.89 (s, 3H), 4.51 (q, 2H), 6.69 (d, 1H), 7.11 (d, 2H) , 7.18 (d 2H) 7.33 (t, 1H), 7.44 (d, 1H) (4) 5-Chloro-1-(4-methoxyphenyl)-2-yloxy_i,2_dihydro Manufacture of quinoxaline _3·carboxylic acid': 5-chloro-1-(4-decyloxyphenyl)_2-sideoxy-oxime, 2-dihydroquinoxaline-3·carboxylate 7.7 g (21.5 mmol) was dissolved in ethanol (i00 ml), and 6.9 g (43.lmmol) of a 253⁄4 虱 aqueous sodium oxide solution was added to mix at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and water was evaporated and evaporated and evaporated. The precipitated solid was filtered off, washed with water 320292 274 200920255, and then dried to give a pale yellow powder of 5-chloro-1-(4-decyloxyphenyl)-2- oxo-1, 2- Hydroquinoxaline-3-carboxylic acid 6.7 g (yield 94%). W-NMR data (CDC13/TMS δ (ppm)): 3.93 (s, 3H), 6.82 (d, 1H), 111 (d, 2H), 7.22 (d, 2H), 7.55 (t, 1H), 7.62 (d, 1H) [Reference Example 9] 1-(Benzo[dni,3]dioxan-5-yl)-2-oxooxy-1,2-dihydroporphyrin_3_carboxylic acid Manufacture (Compound No. v_155 for the manufacture of intermediates) (1) Preparation of Ν-(2·nitrophenyl)benzo[d;|[l,3]dioxan-5-ylamine 2-fluoronitro Benzene 9.3g (66mmol), benzo[illusion [1,3] dimethyl-5-, and amine 10g (73mmol) were dissolved in N,N-dimercaptocaramine (60ml), and potassium carbonate was added. 10.9 g (79 mmol). The mixed solution was stirred under heating and reflux for 10 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extracted organic layer was washed with a saturated aqueous solution of sodium chloride. After drying over anhydrous magnesium sulfate, it was concentrated under reduced pressure. The residue obtained was purified by chromatography on a silica gel column (developing solvent ethyl acetate:hexane = 1:3) to obtain N-(2-nitrophenyl)benzo[d][ l,3] Diterpenic-5-ylamine llg (yield 65 ° /.). W-NMR data (CDC13/TMS δ (ppm)): 6.02 (1H, s), 6.76-6.87 (3H, id), 7.23 (1H, d), 7.46 (lH, d), 7.62 (1H, d) , 7.99 (1H,. d), 8.47 (1H, s) (2) Manufacture of N-(benzo[d][l,3]dioxan-5-yl)benzene-1,2-diamine Iron powder 13.6g (244mmol) and N-(2-nitrophenyl)benzo[d][l,3] dioxo-5-ylamine l〇.5g (40mmol) added to ethyl acetate (130ml) In a mixed solvent of water (65 mL) and acetic acid (15 mL), at 70. (: stirring under 1 small 275 320292 200920255. After cooling the reaction solution to room temperature, it is filtered using a filter aid, and the insoluble matter is filtered off. The organic layer of the filtrate is separated, washed with water and dried with anhydrous sulfuric acid. After 'concentration under reduced pressure, 9.2 g (yield: 99%) of [d][l,3]didecano-5-yl)benzene-1,2-diamine was obtained as white crystals. W-NMR data (CDC13/TMS δ (ppm)): an, ra&gt;, , 33-, 39 (1Η, ffi)) - HL mouth (3) 1-(benzo[dni,3] dioxin -5_yl)_2_Sideoxy_1}2 Manufacture of ethyl porphyrin-3-carboxylate N-(benzo[d]n,3]dioxyl-5-yl)benzene-^· Amine 9 2 g (40 mm 〇l) was dissolved in toluene (2 〇〇 ml), and 8.4 g (48 mm 〇l) of ketomalonate diethyl ester was added. 'In the Dean-Stark apparatus, water was removed while the mash was performed 2 Heat back to reflux. The reaction solution was cooled to room temperature, and the solvent was removed under reduced pressure. The obtained residue was solidified with ethanol to obtain a yellow crystal of i-(benzo[d][l,3]dioxan-5-yl)-2-oxo-o,2-dihydroquinoxaline Ethyl carboxylate 13.6 g (yield 49%). iH-NMR data (CDC13/TMS δ (ppm)): 1.44 (3H, t), 4.50 (2H, q), 6.09 (2H, d), 6.74-6. d), 7.36 (1H, t), 7.47 (1H, t), 7.97 (1H, d) 77 (2H, m), 6. 83 (1H, d), 7- °1 (1H, (4) 1-(benzo[dni,3] diterpene Manufacture of _5_yl)_2_sideoxy_i,2_diarquinoxaline-2-carboxylic acid 1-(benzo[(1Π1,3]dioxin-5-yl)-2 - ethoxyl 4,2-dihydroquinoline carboxylic acid ethyl ester 6.7 g (18 mmol) and lithium hydroxide monohydrate 〇 9 g (21 mmol) dissolved in ethanol (60 ml) and water (60 ml) In a mixed solvent, the mixture was stirred at room temperature for 2 hours. The reaction mixture was allowed to collide under reduced pressure, and water was added to the obtained residue, which was acidified with 1 〇〇 /. hydrochloric acid. The precipitated 320292 276 200920255 The solid was filtered off and washed with water and then dried to give a yellow crystals of 丨 _ (stud [dni, 3] bis 1% ox-5-yl)-2- oxo-i,2-dihydroindole嗔琳_2_Repulsive acid 5. 〇g (yield: 93°/❶). W-NMR data (CDC13/TMS δ (ppm)): s),, 6.73 (,1H,d),6 ·88 (1H' d), 7·05 (1H, s), 7·13 (1H, d), 7·40 (1H, t), 7.52 (1H, t), 7.89 (1H, d) [Reference Example 10] 1 -(2,3-Dihydrobenzo[b][l,4]dioxin-6-yl)-2-oxooxy-1,2-dihydroquinoxaline-3-carboxylic acid ( Compound No. v_158 for the manufacture of intermediates (1) Preparation of Ν-(2-nitrophenyl)-2,3-dihydrobenzo[b]|;i,4]dioxin-6-amine 2 , 3-dihydrobenzo[b]l,4-dioxin-6-amine 5.9g (39mmol), and 2-fluoronitrobenzene 5.0g (35mmol) dissolved in N_decylpyrrolidone (7 In 〇ml), 20.8 g (150 mmol) of potassium carbonate was added, and the mixture was heated and scrambled for 10 hours at i2 ° C. The reaction mixture was poured into water and extracted with ethyl acetate. The extracted organic layer was sequentially used. After washing with aq. hydrochloric acid, water, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. =1 : 4) Refined, obtained a red liquid group (2_nitrophenyl)_2,3-dihydrobenzo[b][l,4] 卩 英 -6-6-amine 6.4 g (yield 66 %). ^-NMR data (CDC13/TMS δ (ppm)): 4.29 (4H, s), 6.70-6.76 (2H, m), 6.81 (1H, t), 8,18 (1H, d), 9.36 (1H, s) ' d). 6·9〇(1H, d), 7,09 (1H, d), 7.33 (1H, (2)N-(2,3-dihydrobenzo[b][1,4 Manufacture of dioxins _6_yl) benzoquinone, 2_diamine 320292 277 200920255 N-(2-Shischylphenyl)-2,3-dihydrobenzo[b][l,4] A mixture of 6.3 g (23 mmol) of -6-amine, 9.0 g (161 mmol) of iron powder, and acetic acid (1 ml) 'water (35 ml) and toluene (70 ml) was heated under reflux for 8 hours. The reaction mixture was filtered with auxiliaries. Filtration, 'and insoluble matter; discard. The organic layer of the filtrate was separated, washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a brown liquid of N_(2, 3- Hydrogen benzo[b][l,4]dioxin_6_yl)benzene-1,2-diamine 5.1g (yield··91%) W-NMR data (CDC13/TMS δ (ppm) ): 3.71 (2H, br), 4.18-4.25 (4H, m), 4.97 (1H, br), 6.29-6.32 (2H, i), 6 70-6 79 ffl), 6.95 (1H, t), 7.06 (1H, d) H, (3) 1-(2,3-dihydrobenzo[b][1,4]dioxin·6_yl)_2_ oxo-1,2-dihydroquine The manufacture of ethyl porphyrin carboxylate will be N-(2 , 3-dihydrobenzo[b][1,4]dioxin_6_yl)phenylenediamine 5.0g (21mm〇l) and ketomalonic acid diacetate 3 9g (22mm〇1) dissolved Intoluene (60 ml) was heated and refluxed while removing water while removing water in a Dean_stark apparatus. The reaction solution was washed with water, dried over anhydrous magnesium sulfate, and evaporated. The obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane = 2:3) to obtain a creamy yellow 1-(2,3-dihydrobenzo[bni,4]噚英_6_基)_2_Sideoxydihydroanthracene ruthenium-3-decanoate ethyl ester 4.6g (yield 63%). !H-NMR ^l#(CDG13/TMS δ (ppm)): 7·'32-7349 (k,4»), 0'^3® [tl f 4·50 (2H- 6·74-6· ^ OH, m), 7. 〇6 (lH&gt; rf) _ (4) p(2,3-dihydrobenzo[b][1,4]diindolyl)_2_sideoxy-1,2-di Manufacture of hydrogen quinoxaline _3_carboxylic acid 320292 278 200920255 1_(2,3-Dihydrobenzo[b;][l,4]dioxin-6-yl)-2-oxo- 1,2-monohydropurine, ethyl morpholine-3-carboxylic acid ethyl ester 4.5 g (13 mmol) dissolved in ethyl _ (i 〇〇 ml) 'added 25% aqueous sodium hydroxide solution 4. lg (26 mmol), in the room Stir for 2 hours at a temperature. The reaction mixture was concentrated under reduced pressure, and water was evaporated and evaporated and evaporated. The precipitated solid was taken out, washed with water and then dried to obtain a pale yellow powder of 1-(2,3-dihydrobenzo[b][l,4]dioxin-6-yl)-2- side. Oxy-1,2-dihydroindan-3-3 carboxylic acid 3_9 g (yield: 94%). W-NMR data (CDC13/TMS δ (ppm)): U5':i:V428 ά 6d)77 (1Η, d)&gt; 6·85 (1Η·sK 6·&quot; (1Η·d)-7· 14 [Reference Example π] 4-(3-Fluoro-4-mercaptophenyl)-3_sideoxy_3,4-dihydroπ ratio bite [2,3-b] 吼耕-2-carboxyl Manufacture of acid (Compound No. ν ΠΙ 164 for the manufacture of intermediates) (1)&gt; 1-(3-Fluoro-4-indolyl 'phenyl)-3-decyl-2-tonyl decylamine. Chloro-3-nitro'唆45g (〇.28mol) was dissolved in 2-ethoxyethanol (300ml), and 3-fluoro-4-mercaptoaniline 36g (〇.28mol), 12N hydrochloric acid (10ml) was added. And water (300 ml), and the mixture was stirred under reflux for 24 hours. The reaction solution was cooled to room temperature. The solvent was removed under reduced pressure. The mixture was extracted with ethyl acetate and washed with brine. After drying, it was concentrated under reduced pressure. The obtained residue was washed with diisopropyl ether to give N-(3-fluoro-4-mercaptophenyl)-3-nitro-2-pyridylamine 57 g. (Yield 82%) &quot;H-NMR data (CDC13/TMS δ (ppm)): 2.27 (3H,d), 6.85 (1H,q),7.16 (2H,d), 7.60 (1H,d) , 8.50 (1H, m), 8.54 (1H, d), 10.10 (1H, brs) ' 320292 279 200920255 (2) Preparation of N2-(3-fluoro-4-methylphenyl)-2,3-pyridyldiamine N-(3-fluoro-4-methylphenyl)-3-stone 57 g (0.23 mol) of hydrazide is dissolved in ethyl acetate (250 ml), and water (125 ηη1) and acetic acid (80 ml) are added to be heated to 50 〇C so as not to allow the reaction solution to exceed 60. 77 g (l_40 mol) of iron powder was added, and then the mixture was stirred at 60 ° C for 1 hour. The reaction solution was cooled to room temperature, and the inorganic material was filtered off, extracted with ethyl acetate, and washed with saturated brine. Drying over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was washed with a house to obtain N2 (3-fluoro-4-methylphenyl) 2,3-pyridinediamine 45 g (yield 90%) H-NMR data (CDCI3/TMS δ (ppm)): 7.83 (1H, ' dd) 3'27 (2H, S), 6'26 (1H, brS), 6·74'6·86 (2H· m&gt;- 6-98-7.14 (3H, in), (3) 4-fluorenyl-4-methylphenyl-oxyl-3,4-dihydro-sigma-pyridyl[2,3- b]n 哄·2-2-acid vinegar production N2-(3-fluoro-4-mercaptophenyl)_2,3-pyridinediamine 46g (0:.21mol) is dissolved in toluene (4 Add ketomalonate diethyl ester 4 in 〇〇ml) G (〇.23mol) and molecular _ 4A 92g, while the water was removed was heated at reflux for 12 hours' reaction solution was cooled to room temperature, the inorganics were filtered off, the solvent was distilled off under reduced pressure while the implementation in Dean_Stark apparatus. The obtained residue was washed with = isopropyl ether to obtain 4_(3-fluoro-4-indolylphenyl)_3_sideoxy_3,4-dihydropyridinium [2,3-b]吼0 well-2-carboxylic acid ethyl ester 5 〇g (yield 73%).

Ih_nmR 數據（CDC13/TMS δ (ppm)) ·· (3Η, d), 4,52(2Η, q&gt;, 7,01 (2Η&gt; d)-7·35'7·42(2Η&gt; m)&gt; 8·3°(ιη· (4) 4-(3-氟-4-曱基苯基）_3_侧氧基·3,4_二氫咬啶并 280 320292 200920255 [2,3-1)]'1比卩井-2-緩酸之製造 將4-(3·氟-4-曱基苯基）-3-侧氧基-3,4-二氫吡咬并 [2,3_b]〇比畊-2-羧酸乙酯45g(0.14mol)溶解於1，4_二吗烧 (3〇〇ml)中’添加碳酸鉀39g(0.28mol)/水（300ml)的溶液， 並在60°C下施行1小時攪拌。將反應溶液冷卻至室溫，在 減壓下餾除溶劑。在所獲得之殘渣中添加水，用氣仿洗淨 後，在水層中添加6N鹽酸而調整為PH=1，再度用氣仿萃 取。將有機層用無水硫酸鎂乾燥，在減壓下鶴除溶劑，獲 得4-(3-氟-4-曱基苯基）_3_側氧基_3,4_二氫11比啶并[2,3_b]^ 畊-2-羧酸32g(產率76%)。 W-NMR 數據（CDC13/TMS δ (ppm)): 2.41 (3H, d), 7.04 (2H, d), 7.48 (1H, t), 7.55-7.60 (lfl, m), 8.63 (1H, dd), 8.70-8 72 (1H, in) [參考例12] · 1-(6-曱基咣啶-2-基）-2-側氧基-l，2-二氫喹喏啉_3_羧 酸之製造（製造中間體的化合物編號V-127) (1)N -(一苯基亞甲基）_ν2·(6_曱基η比淀_2_基）苯_1，2-二 胺之製造 將2-溴-Ν-(二苯基亞甲基）苯胺37 8g(〇 llm〇1)溶解於 曱苯（100ml)中，添加2-胺基_6_甲基吡啶i4.6g(0.13mol)、 参（二亞 ¥ 基丙嗣）一趣*(〇)5.2g(5.5mmol)、2,2’-雙（二苯 膦聯奈基 11.2g(17.6mmol)及第三丁醇納 i5.2g (O.bmol)，再於l〇〇°C下攪拌2小時。將反應混合物注入 水中，用醋酸乙酯萃取。將有機層用飽和食鹽水洗淨，用 281 320292 200920255 無水硫酸鎮乾燥後’在減壓下餾除溶劑，將殘渣用曱醇洗 淨’獲知N -(—苯基亞曱基）_n2-(卜甲基〇比唆_2_基）苯]，2_ 二胺 42.1g (產率 &gt; 99%)。 W-NMR 數據(CDC13/TMS δ (ppm)): 2.44 (3H, s), 6. 32 (1H, d), 6.64 (3H, m), 7.75 (2H, d), 7.96 (1H, m) m), 6.95 (2H, m), 7. 14 (2H_ d), 7. 25-7. 5i (7H, (2)N-(6-甲基咄啶_2-基）苯_1，2_二胺之製造 將N -(一苯基亞曱基）_n2-(6_曱基吼π定_2-基）苯_1，2 胺42.1g (0.1lm〇i)溶解於四氫呋喃（1〇〇πι1)中，添加1〇%鹽 酸（45ml) ’再於室溫下施行2小時攪拌。在減壓下餾除溶 劑，添加水，再用醋酸乙酯洗淨。使水層形成pH&gt; u之 後’再用二氯甲烷萃取。將有機層用飽和食鹽水洗淨，用 無水硫酸鎂乾燥後’在減壓下餾除溶劑，獲得N_(6_甲基 D比啶-2-基）苯-i，2-二胺 I9.8g (產率 83%)。 W-NMR 數據(CDC13/TMS δ (ppm)): m), 2-43 (3H, s), 3.86 (2H, s), 5.99 (1H, s), 7.05 (1H, t), 7.16 (1H, d), 7.33 (1H, t) 6.21 (1H, d), 6.57 (1H, d), 6.80 (2H, (3)1-(6-甲基吡啶-2-基）-2-側氧基-1,2-二氫喹喏啉-3- 羧酸乙酯之製造 將 N_(6-甲基吡啶-2·基）苯-l，2-二胺 I9.8g (O.lmol)溶 解於甲苯（100ml)中，添加_基丙二酸二乙酉旨」9.〇g (0.11 mol)及分子篩4A 57.1g，在Dean-Stark裝置中一邊將 水除去一邊施行3小時加熱回流。將反應混合物過濾，將 濾液在減壓下施行濃縮，獲得1-(6_曱基吡啶_2_基）_2_侧氧 基-1，2-二氫喹喏啉_3_羧酸乙酯27.2g (產率89%)。 'H-NMR 數據（CDC13/TMS δ (ppm)): 282 320292 200920255 1.42 (3H, t), 2.64 (3H, s), 4.51 (2H, q), 6.65 (1H, d), 7.24 (1H d) 7.43 (3H, m), 7.90 (1H, t), 8.00 (1H, d) ,，. (4)1-(6-曱基°比咬-2-基）-2·侧氧基二氳啥《若琳_3_ 羧酸之製造 將1-(6-曱基吡鳴&gt;2-基）-2-侧氧基_ι，2_二氫噎喏啉-3-羧酸乙酯2?.2g (88mmol)溶解於1，4_二噚烷（5〇ml)及水 (50ml)中添加石反酸钟i8.3g (〇·ΐ3ηιο1)，再於6〇°c下施行 1小時攪拌。在減壓下鶴除溶劑’而將水層形成pH&lt;4。 將所析出之結晶過濾，獲得丨乂^甲基吡啶_2_基）_2_侧氧基 _1，2-二氫喹喏啉_3-羧酸23 3g(產率94%)。Ih_nmR data (CDC13/TMS δ (ppm)) ··(3Η, d), 4,52(2Η, q&gt;, 7,01 (2Η&gt;d)-7·35'7·42(2Η&gt;m)&gt; 8·3°(ιη·(4) 4-(3-Fluoro-4-indolylphenyl)_3_sideoxy·3,4_dihydrobitididine 280 320292 200920255 [2,3-1) ] '1 than the production of 卩 -2- slow acid will be 4-(3 · fluoro-4-mercaptophenyl)-3- oxo-3,4-dihydropyridin [2,3_b] 〇 45 g (0.14 mol) of the glutamic acid-2-carboxylate was dissolved in 1,4 bis(3 〇〇ml), a solution of adding potassium carbonate 39 g (0.28 mol) / water (300 ml), and at 60 The mixture was stirred for 1 hour at ° C. The reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. Water was added to the obtained residue, and the mixture was washed with a water. After the pH=1, the mixture was again extracted with a gas-like mixture, and the organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 4-(3-fluoro-4-mercaptophenyl)_3_sideoxy_3. 4_Dihydro 11-pyridinium [2,3_b]^ Tiller-2-carboxylic acid 32g (yield 76%). W-NMR data (CDC13/TMS δ (ppm)): 2.41 (3H, d), 7.04 (2H, d), 7.48 (1H, t), 7.55-7.60 (lfl, m), 8.63 (1H, dd), 8.70-8 72 (1H, in) [Reference Example 12] · 1-(6 Manufacture of -mercaptoacridin-2-yl)-2-oxo-l,2-dihydroquinoxaline-3-carboxylic acid (Compound No. V-127 for the production of intermediates) (1) N - ( Manufacture of monophenylmethylene)_ν2·(6_fluorenyl η-precipitate_2-yl)benzene-1,2-diamine 2-bromo-indole-(diphenylmethylene)aniline 37 8g (〇llm〇1) was dissolved in toluene (100 ml), and added 2-amino- 6-methylpyridine i 4.6 g (0.13 mol), ginseng (di-subunit-propionyl), interesting *(〇)5.2 g (5.5 mmol), 2,2'-bis(diphenylphosphine naphthyl 11.2 g (17.6 mmol) and third butanol sodium i5.2 g (O.bmol), and then stirred at 1 ° C The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s N-(-phenylindenyl)_n2-(bu-methylpyridin-2-yl)benzene], 2-diamine 42.1 g (yield &gt; 99%) was obtained. W-NMR data (CDC13/TMS δ (ppm)): 2.44 (3H, s), 6. 32 (1H, d), 6.64 (3H, m), 7.75 (2H, d), 7.96 (1H, m) m), 6.95 (2H, m), 7. 14 (2H_d), 7. 25-7. 5i (7H, (2)N-(6-methylacridin-2-yl)benzene_1,2 Preparation of diamines N-(monophenylphosphonium)_n2-(6-fluorenylindole π-but-2-yl)benzene, 2,amine 42.1 g (0.1 lm〇i) was dissolved in tetrahydrofuran (1) 〇〇πι1), adding 1% hydrochloric acid (45ml) 'and stirring at room temperature for 2 hours. Distillate the solvent under reduced pressure, add water, and then wash with ethyl acetate. Make the water layer to form pH> After u, the mixture was extracted with methylene chloride. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and then evaporated under reduced pressure to give N-(6-methyl D-pyridin-2-yl). Benzene-i,2-diamine I9.8g (yield 83%). W-NMR data (CDC13/TMS δ (ppm)): m), 2-43 (3H, s), 3.86 (2H, s) , 5.99 (1H, s), 7.05 (1H, t), 7.16 (1H, d), 7.33 (1H, t) 6.21 (1H, d), 6.57 (1H, d), 6.80 (2H, (3)1 Manufacture of ethyl (6-methylpyridin-2-yl)-2-oxooxy-1,2-dihydroquinoxaline-3-carboxylate N-(6-methylpyridin-2-yl) Benzene-l,2-diamine I9 .8g (O.lmol) was dissolved in toluene (100 ml), and -9 g of malonate was added to 9. g (0.11 mol) and molecular sieve 4A 57.1 g, and water was removed while removing the water in a Dean-Stark apparatus. The mixture was heated to reflux for 3 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give 1-(6-mercaptopyridine-2-yl)-2-oxoxy-1,2-dihydroquinoxaline. 3-carboxylic acid ethyl ester 27.2 g (yield 89%). 'H-NMR data (CDC13/TMS δ (ppm)): 282 320292 200920255 1.42 (3H, t), 2.64 (3H, s), 4.51 (2H , q), 6.65 (1H, d), 7.24 (1H d) 7.43 (3H, m), 7.90 (1H, t), 8.00 (1H, d) ,,. (4) 1-(6-曱基° The production of carboxylic acid is 1-(6-fluorenylpyrrole&gt;2-yl)-2-sideoxy_ι, 2_Dihydroporphyrin-3-carboxylic acid ethyl ester 2?.2g (88mmol) dissolved in 1,4-dioxane (5〇ml) and water (50ml) added stone acid clock i8.3g ( 〇·ΐ3ηιο1), and then stirred at 6 ° ° C for 1 hour. The water layer was formed to have a pH &lt;4 under a reduced pressure. The crystals thus precipitated were filtered to obtain 23 g (yield: 94%) of y^methylpyridin-2-yl)-2-ylidene-1,2-dihydroquinoxaline-3-carboxylic acid.

Inmr 數據(CDCl3/TMss(ppm)): 2·55 (3Η, s), 6.57 (1H, d) 7 47 ,、 * (4H, m), 7.94 (1H, d), 8.07 (1H, t) 依上述蒼考例1 Φ 11 π ^ ^ 12所獲得之製造中間體、及依照如 ^ 10 法所製得之製造中間體的物性值， 如表135至表137所示。 283 320292 200920255 【表135】 化合物編號 融點(°C)或折射率（nD2G) V-2 融點 175*176 V-3 融點 173-175 V-4 融點 165Ί67 V-5 融點 189190 V-6 融點 204-207 V-10 融點 253-256 V-37 融點 125Ί27 V-42 融點 177-179 V-52 融點 179*181 V-97 融點 17M73 V-102 融點 165-167 V-103 融點 152-154 V-120 融點 191-193 V-121 融點 291-293 V-125 融點 176-178 V-127 融點 185-186 V-130 融點 164-166 V-131 融點 159-161 V-132 融點 156*159 V-133 融點 167-169 V-134 融點 185-188 V-136 融點 173-176 V-139 融點 161-163 V-155 融點 183-185 V-158 融點 197Ί98 V-164 融點 158-160 V-169 融點 190-192 V-170 融點 175-177 V-172 融點 185-186 V-174 融點 190-192 V-176 融點 204-205 V-178 融點 164-166 V-189 融點 207-208 V-191 融點 209-210 V-193 融點 207-209 V195 融點 214-216 V-198 融點 181-183 284 320292 200920255 【表136】 化合物編號 融點(°C)或折射率（I1D20) V-207 融點 145-147 V-212 融點 187-189 Y-213 融點 170-172 V-214 融點 172-173 V-217 融點 210-212 V-221 融點 187Ί88 V-222 融點 173-175 V-223 融點 167-169 V-224 融點 197-199 V-225 融點 179-180 V-305 融點 170-173 V-306 融點 138-140 V-307 融點 181-183 V-308 融點 202-204 V-311 融點 187-188 V-313 融點 163.165 V-314 融點 140Ί43 V-315 融點 167-169 V-316 融點 197-199 V-317 融點 180-182 V-318 融點 201-203 VI-34 融點 173-175 VI-54 融點 162-163 VI-77 融點 183-185 VI-122 融點 176-178 VI-135 融點 195-197 VI-136 融點 191-192 VI-137 融點 165166 VI-138 融點 182*184 VI-141 融點 159-161 VI-142 融點 198-200 VI-154 融點 163-165 VI-156 融點 179-180 VI-161 融點 182-183 YI-163 融點 196-198 VI-167 融點 154-156 VI-170 融點 185-187 VI-171 融點 208-209 YI-174 融點 220-222 YI-175 融點 156-159 YI-177 融點 200-201 VI-179 融點 175-176 VI-180 融點 199-200 YI-181 融點 174-176 VI-182 融點 186-189 VI-184 融點 182-184 285 320292 200920255 【表137】 化合物編號 融點(°C)或折射率(nD20) VI-187 融點 192-193 VI-188 融點 186Ί87 VI-190 融點 193-194 VI-191 融點 &gt;300 VI-192 融點 99-101 VI-193 融點 177-180 VI-194 融點 177-178 VI-196 融點 166-168 VI-197 融點 184-186 VI-199 融點 164-165 VI-200 融點 200-201 VI-201 融點 192-195 VI-239 融點 195-196 VI-240 融點 155-157 VI-241 融點 141-143 VI-244 融點 215-217 VI-245 融點 183-184 VI-246 融點 197-198 VI-247 融點 198-200 VII-3 融點. 143-144 VII-4 融點 144-147 VII-5 融點 157-158 VII-7 融點 119-120 VII-8 融點 140-141 VII-61 融點 127-129 VII-78 融點 131-132 VII-79 融點 159-160 VII-82 融點 162-165 VII-88 融點 182Ί84 VII-89 融點 176-178 VIM26 融點 232-235 VII· 128 融點 161-163 VII-175 融點 160-162 VIII-1 融點 178-179 VIII-7 融點 159-161 VIII-13 融點 182-183 YIII-27 融點 104-107 VIIM25 融點 123-126 286 320292 200920255 [NMR數據] 相關化合物編號 V-7、V-14、V-29、V-35、V-40、V-51、 V-58、V-60、V-6卜 V-62、V-64、V-7卜 V-72、V-73、V-101、 V-113、V-117、V-119、V-152、V-154、V-156、V-158、V-160、 V-162、V-179、V-186、V-197、V-205、V-211、V-216、V-217、 V- 218、V-226、V-310、V-319、VI_1、VI-6、VI-7、VI-13、 VI- 2 卜 VI_27、VI-3 卜 VI-33、VI-36、VI-37、VI-49、VI-54、 VI-55、VI-57、VI-88、VI-94、VI-115、VI-116、VI-117、 VI-121、VI-122、VI-123、VI-125、VI-133、VI-134、VI-144、 VI-150、VI-152、VI-153、VI-156、VI-157、VI-159、VI-160、 VI-161、VI-162、VI-165、VI-170、VI-173、VI-185、VI-189、 VI-195、VI-198、VI_242、VI-243、VI-248、VII-59、VII-67、 Vn-91、VII-97、VII-102、VII-153、VII-154、VII-156、 VII-171、VII-173、VII-176、VII-177、VII-178、VII-180、 VII- 181、VII-185、VII-186、VII-187、VII-188、VIII-2、 VIII- 3、VIII-4、VIII-5、Vni-6、Vni-11、VIII-12、VIII-15、 VIII-16、VIII-22、VIII-28、VIII-53、VIII-54、VIII-55、 VIII-56、VIII-57、VIII-58、VIII-76、VIII-84、VIII-98、 VIII-99、Vin-100、III-101、VIII-102、VIII-103、VIII-104、 VIII-106、VIII-107、VIII-108、VIII-109、VIII-113、 VIII-114、VIII-116、VIII-117、VIII-118、vni-121、 VIII-126、VIII-127、VIII-128、VIII-132、VIII-133、 VIII-134、VIII-135、VIII-136、VIII-137、VIII-139、 VIII-142、VIII-143、VIII-144、VIII-145、VIII-150、 287 320292 200920255 VIII-152 、 VIII-153 、 VIII-154 VIII-155 、 VIII-156 VIII-157 VIII-158 、 VIII-159 &gt; VIII-160 N VIII-161 VIII-162 、 VIII-163 、 VIII-164 &gt; VIII-165 VIII-166 、 VIII-167 、 VIII-168 、 VIII-169 YIII-170 、 VIII-171 Λ VIII-172 &gt; VIII-173 λ VIII-174 VIII-175 VIII-176 、 VIII-177 VIII-178 N VIII-179 、 VIII-180 、 VIII-181 、 VIII-182 VIII-183 、 VIII-184 、 VIII-185 、 VIII-187 、 VIII-190 、 VIII-192 N VIII-193 、 VIII-194 、 VIII-195 N VIII-196 VIII-197 Ή VIII-198 、 VIII-199 VIII-200 、 VIII-201 、 VIII-202 Λ VIII-203 、 VIII-204 VIII-208 X VIII-209 VIII-210 、 VIII-211 Λ VIII-212 、 VIII-213 、 VIII-214、VIII-215、VIII-216、VIII-218，b-NMR 數據 (CDC13/TMS δ (ppm)值）係如下。 化合物編號V-7 : 1.04 (3H, t), 1.43-1.56 (2H, ra), 1.784.86 (2H, m), 4.41 (2H, t), 7.51 (1H, d), 7.58 (1H, dd), 7.84 (1H, i), 8.28 (1H, dd), 14.33 (1H, brs) 化合物編號V-14 : 0.92 (3H, t), 1.35-1.38 (4H, m), 1.49 (2H, m), 1.83 (2H, m), 4.39 (2H, t), 7.51 (1H, d), 7.58 (1H, m), 7.84 (1H, m), 8.28 (1H, d), 14.33 (1H, brs) 化合物編號V-29 : 3.49 (3H, s), 5.86 (2H, s), 7.59 (1H, t), 7.70 (1H, d), 7.83 (1H, t), 8.25 (1H, dd) 化合物編號V-35: 4.14 (2H, q), 5.98 (2H, s), 7.60 - 7.68 (2H, ni), 7.86 (1H, t), 8,26 (1H, d) 化合物編號V-40: 288 320292 200920255 2.65 (2H, t), 3.93 (2H, t), 5.95 (2H, s), 7.62 (1H, t), 7.71 (1H, d), 7.86 (1H, t), 8.26 (1H, dd), 13.66 (1H, bs) 化合物編號V-51: 3.18 (3H, s), 5.86 (2H, s), 7,50 (1H, m), 7,72-7.80 (2H, in), 7.91 (1H, d) 化合物編號V-58: 3.33 (3H, s), 3.84 (2H, t), 4.62 (2H, t), 7.59 (1H, t), 7.71 (1H, d), 7.82 (1H, t), 8.25 (1H, dd), 14.20 (1H, bs) 化合物編號V-60 : 1.68 (3H, d), 3.31 (3H, s), 3.79-3.84 (1H, m), 4.21-4,28 (1H, m), 4.87-5.28 (1H, m), 7,55 (1H, t), 7.72 (1H, d), 7.79 (1H, t), 8.26 (1H, dd), 14.28 (1H, bs) 化合物編號V-61 : 2.28 (3H, s), 2.92 (2H, m), 4.63 (2H, m), 7.51-7.62 (2H, hi), 7.86 (1H, tn), 8.28 (1H, dd) 化合物編號V-62 : · 3.11 (3H, s), 3.54 (2H, t), 4.89 (2H, t), 7.61-7.69 (2H, in), 7.91 (1H, dd), 8.30 (1H, d) 化合物編號V-64 : ^ 2.44 (3H, s), 5.26 (2H, t), 7.15 (1H, d), 7.58 (1H, t), 7.78 (1H( t), 8.27 (1H, dd), 13.70 (1H, bs) 化合物編號V-71 : 3,66 - 3.78 (6H, in), 3.84 - 3.87 (3H, m), 7. 31 (1H, d), 7.53 (1H, t), T.77 (1H, t), 8.15 (1H, dd) 化合物編號V- 7 2 : 5.38 (2H, t), 7.50 - 7.57 (2H, m), 7.80 (1H, t), 8.04 (1H, dd) 289 320292 200920255 化合物編號V-73: 2.99 (2H, t), 4.55 (2H, t), 7.46 (1H, t), 7.43 (1H, t), 7.82 (1H, d), 7.89 (1H, d), 13.98 (1H, bs) 化合物編號v-l〇l: 7.04 (1H, d), 7.11 (1H, d), 7.52-7.54 (2H, id), 7,57-7,71 (2H, m), 8.29 (1H, d) 化合物編號v_ 113 . 7.08 (1H, d), 7.61 (1H, t), 7.71 (1H, t), 7.77 (1H, d), 8.04 (1H, d), 8.30 (1H, d) 化合物編號V-117 · 2.84 (3H, s), 6.98 (1H, d), 7. 62 .(¾ t), 7.74 (1H, t), 8.30 (1H, d) 化合物編號V-119 : 3.91 (3H, s), 6.90 (1H, d), 7.67 (1H, t), 7.79 (1H, t), 8.31 (1H, d) 化合物編號V-152 : 6..74 (1H, d), 7.64 (2H, m), 8.33 (1H, d), 8.8δ (2H, s),-8.93 (1H, s), 13.32 (1H, bs) 化合物編號V-154 : 3.33-3.38 (2H, m), 4,74(2H, t), 2,37-2.44 (1H, m), 2.90-2.92 (2H, ni), 6.98 (1H, d), 7.03 (2H, s), 7.12 (1H, s), 7.55 (1H, t), 7.65 (1H, t), 8.29 (1H, d) 化合物編號V-156 : 6.89(1H, d), 7.09(2¾ m), 7.37(1H, d)t 7.59(1H, t), 7.68(1H, t), 8.32(1H, d) 化合物編號V-15 8· · 4.35-4.39 (4H, m), 6.78 (1H, dd), 6.85 (1H, d), 6.99 (1H, dd), 7.14 (1H, d), 7.55 (1H, in), 7.66 (1H, d), 8.29 (1H, dd), 13.97 (1H, brs) 化合物編號V-16 0 : 290 320292 200920255 1.78-1.82 (1H, m), 1.96-2.03 (2H, m), 1.29-2.22 (1H, m), 3.76 (1H, q), 3.90 (1H, q), 4. 37-4. 48 (2H, ffi), 4.59 (1H, dd), 4.56 (1H, t), 7.72 (1H, d), 7.81 (1H, t), 8.24 (1H, d), 14.05 (1H, bs) 化合物編號V-162 : 2.28 (3H, s), 5.66 (2H, s), 7.62 (iH, t), 7.71 (1H, d), 7.87 (1H, t), 8.28 (1H, d) 化合物編號V-179: 3.34 (3H, s), 3.81 (2H, t), 5.20 (2H, t), 7.49 (1H, t), 7.84 (1H, dd), 8.20 (1H, t), 13.96 (1H, bs) 化合物編號V-186: 3.67 (3H, s), 3.96 (3H, s), 7,05-7.11 (2H, m), 7.82 (1H, d), 13.88 (1H, br) 化合物編號V-197 : 3.82 (3H, ni), 7.58 (1H, d), 8.53 (1H, d), 8.88 (1H, s) 化合物編號V-205 : 6.68 (1H, d), 7.20 (1H, d), 7.48-7.64 (5H, a), 7.74 (1H, t), 8.06 (1H, d), 8.17 (1H, d), 8.37 (1H, d) 化合物編號V-211: 6.98 (1H, s), 7.51 (1H, 1), 7. 64 (1H, t), 7,95 (1H, s), 9.32 (1H, s) 化合物編號V-216 : 1.20-1.31 (9H, ni), 3.44 (1H, m), 3.55 (1H, in), 4.12 (1H, m), 5.31 (2H, br), 7.13 (1H, br), 7.56 (1H, br), 7.71 (1H, br), 8.25 (1H,. br) 化合物編號V-217 : 3.36(3H, s), 4,77(2H, s), 6.95(3H, m), 7.27(1H, d), 7.58(1H, t), 7.67(1H, t), 8.31(1H, d) 化合物編號V-218: 291 320292 200920255 3.70 (3H, s)，3.91(3H，s)，6.61 (1H，d)，6.92 (1H，d)，7.08 (1H，d)，7.25 (2H， s), 7.51-7.61 (4H, m), 8.30 (1H, d) 化合物編號V-226 : 2.55 (3H, s), 6.77 (1H, d), 7.37 (1H, d), 7.50 (1H, d), 7.93 (lH,d), 8.22 (1H, d), 8.65 (1H, s) 化合物編號V-3 10 : 4.06 (3H, s), 6.84 (1H, d), 7.05 (1H, i), 7.52-7.66 (m5 3H), 8.15 (1H, S) 化合物編號V-319: 3.75 (3H, s), 6.97 (2H, t), 7,58 (1H, t), 7.66-7.72 (2H, m), 8.30 (1H, d) 化合物編號VI-1 : 6.87 (1H, d), 7.34 (2H, d), 7,54-7.74 (5H, ui), 8.31 (1H, d) 化合物編號VI-6: 6.87 (1H, d), 7.27 (1H, m), 7.38 (1H, s), 7.56-7.70 (4H, m), 8,31 (1H, d), 13.33 (1H, brs) 化合物編號VI-7: 6.88 (1H, dd), 7.30-7,33 (2H. m), 7.57 (1H, m), 7.58-7.70 (3H, m), 8.30 (1H, dd), 13.71 (1H, brs) 化合物編號VI-13 : i 2.52 (3H, s), 6.92 (1H, dd), 7.21-7.24 (2H, m), 7.47-7.67 (4H, in), 8,29 (1H, dd)， 13.91 (1H, brs) 化合物編號VI-21 : 1.32 (6H, d), 3.05 (1H, m), 6.87 (1H, dd), 7.13-7.18 (2H, m), 7.52-7.66 (4H, m), 8.31 (iH，dd), 13.99 (1H, brs) 化合物編號VI-27: 292 320292 200920255 6.81 (1H, d), 7.58-7.62 (2H, m), 7.66-7.71 (2H, m), 7.88 (1H, dd), 7.95 (1H, d), 8.32 (1H, d), 13.58 (1H, brs) 化合物編號VI-31: ψ 6.89 (1H, d), 7.05-7.13 (4H, a), 7.47 (1Η» t), 7.58 (1H, t), 8.09 (1H, d) 化合物編號VI-33: 3.88 (3H, s), 6.85 (1H, dd), 6.8H.94 (2H, m), 7,19 (1H, dd), 7.54-7.68 (3H, m), 8,31 (1H, dd), 13.76 (1H, brs) 化合物編號VI-36: 1.45 (3H, t), 4.09 (2H, m), 6.83-6.94 (3H, m), 7,17 (1^ dd), 7.53-7.67 (3H, m), 8.30 (1H, dd) 化合物編號VI-37 : 1.50 (3H, t), 4.15 (2H, q), 6.94 (1H, d), 7.14-7.28 (4H, m), 7.53-7.66 (2H, m), 8.30 (1H, dd), 13.98 (1H, brs) 化合物.編號VI-49 · 4.65 (2H, d), 5.37 (1H, d), 5.48 (1H, d), 6.06-6.15 (1H, m), 6.93 (1H, d), 7.17-7.26 (4H, in), 7.56 (1H, t), 7.64 (lfl, t), 8.30 (1H, d). 化合物編號VU4 ·. 6.62(1H, t), 6.86(1H, m), 7.15(1H( m), 7.2l(lH, ¢1), 7.44(1^ d), 7.67(3H( m), 8.32(1H,- d) 化合物編號VI-55 :. 6.82 (1H, t), 6.84 (1H, d), 7.30-7.44 (4H, m), 7.59 (1H, t), 7.61 (1H, t), 8.17 (1H, d) 化合物編號VI_ 5 7 . 6.85 (1H, dd), 7.32 (1H, d), 7.53-7.62 (2H, id), 7.68 (1H, m), 7.77 (1H, dd)t 8.33 293 320292 200920255 de, dd) 化合物編號VI-88: 2.73 (3H，s), 6.83 (1H，d)，7.48 (1H，d)，7.59 (1H，t), 7.64 (1H, t), 8.27-8.34 (3H, m) 化合物編號VI-94: 4.01 (3H, s), 6.81 (1H, d), 7,43-7.65 (4H, m), 8.31-8.43 (3H, m) 化合物編號VI-115: 3.94 (3H, s), 6.87-6.93 (3H, in), 7.58 (1H, dd), 7.65-7.70 (2H, m), 8.31 (1H, m) 化合物編號VI-116: 2.35 (3H, s), 3.85 (3H, s), 6.72 (1H, d), 6.82 (1H, dd), 6.95 (1H, dd), 7.42 (1H, d), 7.56 (1H, in), 7.65 (1H, m), 8.30 (1H, dd) 化合物編號VI-117 : 3.90 (3H, s), 4.00 (3H, s), 6.79 (1H, d), 6.89-6.97 (2H, m), 7.13 (1H, d), 7.57 (1H, in), 7.66 (1H, m), 8.30,(1^ d), 13.76 (1H, brs) ,. 化合物編號VI-121 : 3.84 (6H, s), 6.43-6.45 (2H, ui), 6.70 (1H( dd), 6.98 (1H, d), 7.56 (1H, m), 7.66 (1H, m), 8.30 (1H, m) 化合物編號VI-122 : 3.90 (3H, s), 6.92-6.99 (2H, m), 7.08 (1H( d), 7.25 (1H, d), 7.57 (1H, t), 7.68 (1H, t), 8.30 (1H, d) 化合物編號VI-123 : 3.93 (3H, s), 6.81 (1H, d), 7.08 (1H, d), 7.23-7.30 (2H, m), 7.57 (1H, t), 7.66 (1H, t), 8.32 (1H, d) 化合物編號VI-125: 294 320292 200920255 3·74(1Η, s)，3.92(1H, s), 6,72(2H，m), 6.91 (1H，d), 7.16(1H，m)，7.53(1H, t)，7.63(1H， t), 8.29(1H, d) 化合物編號VI-133: 3.88 (6H, s), 3.97 (3H, s), 6.54 (2H, s), 6.97 (1H, d), 7.58 (1H, in), 7.69 (1H, m), 8.30 (1H, d), 13.60 (1H, brs) 化合物編號VI_134 : 3.93 (s, 3H), 6,71 (d, 1H), 7.16-7.29 (m, 5H), 7.58 (in, 1H) 化合物編號VI-144: 3.94 (3H, s), 6.89 (1H, s), 7.18-7.24 (4H, m), 7.52 (1H, d), 8.22 (1H, d) 化合物編號VI-150: 0.39-0.43 (2H, m), 0.69-0.74 (2H, m), 1.3H.37 (1H, m), 3,91 (2H, d), 6.93 (1H, d), 7.16-7.24 (2H, m), 7.57 (1H, t), 7.65 (1H, t), 8.29 (1H, d) 化合物編號VI-152: 3.08 (6H, s), 6.-88 (2H, d), 6.90 (1H, d), 7.13 (2H, d), 7.53(1H, t)r7.61 (1H, t), 8.28 (1H, d) 化合物編號VI-153 : 2.38 (3H, s), 2.41 (3H, s), 6.91 (1H, d), 7.01-7.08 (2H, m), 7.44 (1H, d), 7.55 (1H, t), 7.61 (1H, t), 8.29 (1H, d) 化合物編E VI-150 : 2.40(3H, d), 6.88(1H, d)( 7.15(2H, ¢),. 7.33(1H, t), 7,57(1H( t), 7.66(iH, t), 8.30(1H ,i) 化合物編號VI-157: 2.51 (3H, s), 6.78 (1H, d)( 7.25 (1H, d), 7.39 (1H, d), 7.55-7.68 (3H, tn), 8.32 (1H, 295 320292 200920255 化合物編號VI-159 : 1.49(3H, t), 3.99(3H, s), 4.12 (2H, m), 6.77(1H, d), 6.88(1H, m), 6.95(1H, d), 7.11(1H, d), 7.56(1H, t), 7,65(1H, t), 8.30(1H, d) 化合物編號VI-160: 3.81 (3H, s), 3.97 (6H, d), 6.88-6.96 (3H, m), 7.57 (1H, t), 7.65 (1H, t), 8.29 (1H, d) 化合物編號VI-161 : 4.0K3H, s), 6,95(1Η, d), 7.05(1H, m), 7.12(1Η, n), 7,58(1^ t), 7,70(¾ ii), 8.32(¾ id) 化合物編號VI-162 .' 4.16(3H, s), 6.97(3H, m), 7.60(1H, t), 7.70(1H, t), 8.31(1H, d) 化合物編號VI-165: 1.68-1.81 (4H, a), 2.10-2.16 (1H, m), 2.37-2.44 (1H, m), 2.90-2.92 (2H, m), 6.99-7.02 (ΙΗ,.πι), 7.37 (2H, t), 7.56-7.68 (2H, m), 8.31 (1H, i) 化合物編號&quot;^1-170._ 2.30(2H, π), 4.30(2H, i), 4.43(2H, m), 6.86(1H, m), 6.93(2H, m), 7..22(2H, d), 7.55(1H, t), 7.65(1H, t), 8.29(1H, d) 化合物編號VI-173 .· * 4_16(3H, s), 6.70 (1H, d)，6.95 (2H，m), 7.25 (1H, t), 7.65 (lH，m)) 化合物編號VI-185 : 2.43 (3H, s), 3.94 (3H, s), 6.67 (1H, s), 7.22 (4H, m), 7.35 (1H, s), 8.16 (1H, s), 13.99 (1H, s) 化合物編號VI-189: 3.91 (3H, s), 3.92 (3H, s), 6.86 (1H, d), 7.20 (5H, m), 7.71 (1H, s) 296 320292 200920255 化合物編號VI-195 : 3.45 (3H, s), 3.90 (3H, s), 7.05 (2H, d), 7.19 (3H, d), 7.48 (1H, t), 7.92 (1H, d) 化合物編號VI-198: 6.67 (1H, dd), 7.32 (2H, d), 7.68-7.76 (3H, ni), 8.12 (1H, dd) 化合物編號VI-242: 3.80 (3H, s), 6.17(1Η, d), 7.13(1H, m), 7.35(4H, m), 8.20(1H, d) 化合物編號VI-243: 3.81 (3H, s), 6.18(1H, d), 6.66(lH, t), 7.14(lH,'i), 7.35(2H, d), 7.44(2H, d), 8.22(1H, d) 化合物編號VI-248: 6.64 (1H, d), 7.28-7.43 (5H, in), 7.62 (1H, m) ' 化合物編號VII-59: '3.56 (3H, s), 3. 86 (2H, t), 4.91 (2H, t), 7.55 '- 7,59 (1H, m), 8.58 (1H, dd), 8.84 (1H, dd), 14,01 (1H, bs) 化合物編號VII-67: 1.32 (3H, t), 2.28 (2H, q), 5.38 (2H, s), 7.56-7.61 (1H, m), 8.60 (1H, d), 8.79 (1H, d) 化合物編號VII-91 : 3,86 (3H, s), 5.87 (2H, s), 6.78 (2H, q), 6.92 (1H, d), 7.29 (1H, s), 7.55 (1H, q), 8.60 (1H, d), 8.80 (1H, d) 化合物編號VII-97: 2,08(3H, d), 7.32(4H, m), 7.44(2H, m), 7.57(1H, m), 8.5.7(1H, m), 8.82(1H, d) 化合物編號VII-102 : 297 320292 200920255 7.12 (1H, d), 7.43-7.47 (1H, m), 7.55-7.58 (2H, in), 8.31 (H, d), 8.56 (1H, d) 化合物編號VII-153 : 6,13(1H, s), 6.77(2H, m), 7.04(1H, in),'7.57(1H. m), 8.62(1H, m), 8.73(1H, d) 化合物編號VII-154 : 7.05(2H, m), 7.32(1H，d), 7.60(1H, q)，8.68(2H，m) 化合物編號VII-156 : 4.35(4H, m), 6.77(1¾ q), 6.85(1^ d), 7.1K1H, d), 7.56(1H, q), 8.62(1H, q), 8.74(1H, q) 化合物編號VII-171 : 1.57 (3H, s), 1.67 (3H, s), 2.51 (2H, q), 4.63 (2H, t), 5.22 (1H, t), 7.54 - 7.58 (1H, i), 8.56 (1H, d), 8.85 (1H, (1),14.12 (1H, bs) 化合物編號VII-173 : 1.74 (3H, t), 2.52 (2H, t), 4.75 (2H, t), 7.56 - 7.67 (1H, m), 8.58 (1H, d), 8.84 (1H, d), 14.00 (1H, bs) 化合物編號VII-176 : 3.10 (2H, t), 4.86 (2H, t), 7.24-7.31 (5H, in), 7.56 (1H, q), 8.57 (1H, d), 8.84 (1H, d) .- ' 化合物編號VII-177 : 5.99 (2H, s), 6.95 (1H, q), 7.25 (1H, q), 7.36 (1H, d)f 7.60 (1H, q), 8.57 (1H, dd), 8.93 (1H, dd) 化合物編號VII-178 : 6.54 (1H, d), 6.98 (2H, s), 7.64 (1H, q), 8.05 (1H, d), 8.58 (1H, dd), 8.92 (1H, dd) 化合物編號VII-180 : 2.37 (3H, s), 5.75 (2H, s), 6.07 (1H, s), 7.47 (1H, q)f 8.34 (1H, dd), 8.71 (1H, dd) 298 320292 200920255 化合物編號VII-181 : 5.81 (2H, s), 7.30 (1H, d), 7.62 (1H, q), 7.95 (1H, dd), 8.59 (1H, dd), 8.72 (1H, d), 8.89 (1H, dd) 化合物編號VII-185 : 2.86 (3H, s), 5.82 (2H, s), 7.28-7.33 (3H, m), 7.39 (1H, d), 7.54 (2H, t), 8.69 (1H, d) 化合物編號VII-186: 2.54 (3H, s), 5.82 (2H, s), 7.28-7.33 (3H, m), 7.55 (2H, t), 8.34 (1H, d), 8.72 (1H, d) 化合物編號VII-187 : 2.81 (3H, s), 5.83 (2H, s), 7.29-7.36 (3H, m), 7.41 (1H, d), 7.58 (2H, t)., 8.42 (1H, d) 化合物編號VII-188: 4.14 (3H, s)，5.76 (2H, s), 6.96 (1H, d), 7.32-7.37 (3H, m)，7.49 (2H/_dd), 8.36 (1H， d) 化合物編號vm-2 : 7.36-7.46 (3H, m), 7.56-7.67 (2H, m), 8.63-8.70 (2H, m), 13.36 (1H, br) 化合物編號VIII-3 : '7.08-7.15 (2H, m), T.3H.38 (1H, m), 7.57-7.68 (2H, m), 8.63-8.71 (2H, m), 13.32 .(1H，br) 化合物編號VIII-4 : 7.27-7.38 (4H，m), 7.58 (1H, dd)，8.63-8.71 (2H，m), 13.57 (1H, br) ' 化合物編號VIII-5 : 7.36-7.40 (1H, m), 7.55-7.72 (4H, m), 8.64-8.69 (2H, m)( 13.08 (1H, br) 299 320292 200920255 化合物編號VIII-7: 7.22-7.26 (1H, in), 7.36 (1Η, s), 7,57-7.61 (3H, m), 8.64 (1H, dd), 8.70 (1H, dd), 13.29 (1H, br) 化合物編號VIII-11 : 2.07 (3H, s), 7.18 (1H, d), 7.44-7.59 (4H, in), 8.62 (1H, d), 8.70-8.72 (1H, m), 13.40 (1H, br) 化合物編號VIII-12 : 2.48 (3H, s), 7.10-7.13 (2H, m), 7.44 (1H, d), 7.53-7.58 (2H, in), 8.64 (1H, dd), 8.71 (1H, dd), 13.71 (1H, br) 化合物編號VIII-15: 1.31(3H，t), 2.79(2H，q), 7.13(2H，in), 7.46(lH, d), 7.55(2H，m), 8.63(1H, m), 8.71 (1H, m) 化合物編號VIII-16 : 1.39(3H, t), 2.80(2H，q), 7_24(2H, d), 7.48(2H, d), 7.55(lH，.q)，8.63(1H，m), 8.72(1H， m) 化合物編號VIII-22: 1.35(6H, d), 3.06(1H, m), 7.25(2H, d), 7.54(3H，in)，8.63(1H, m), 8.71 (ίΗ，m) 化合物編號VIII-28 : 7.49 (2H, d)，7.60 (1H, q)，7_ 93 , (2H，d)，8.63-8.69 (2H, m)，13.25 (1H, br) 化合物編號VIII-53 : 6.40(iH, t), 7.55(5H, m), 8.66(2H, ni) _ 化合物編號VIII-54: 6.60(1H, t), 7.13(1H, s), 7.20(1H, d), 7.39(1H( d), 7.58(1H, q), 7.67(1H, t), 8.69 (2H, m) 300 320292 200920255 化合物編號VIII-55 : 6.65(1H, t), 7.36(4H, i), 7.58(1H, m), 8.67(2H, m) 化合物編號VIII-56 : 7.43 (1H, d), 7.53-7.64 (3H, m), 7.68 (1H, d), 8.63~8.68 (2H, m) 化合物編號VIII-57: 7/24-7.32 (2H, m), 7.49 (2H, d), 7.59 (1H, q), 7.70 (1H, t), 8.63-8.70 (2H, m), 13.12 (1H, br) 化合物編號VIII-58 : 7.37-7.41 (2H, in), 7.49 (2H, d), 7.58-7.61 (1H, m), 8.64-8.70 (2H, m), 13.48 (lfi, br) 化合物編號VIII-70: 7.40 (2H, d), 7.59 (1H, q), 7.93 (2H, d), 8.65 (2H, m) 化合物編號VIII-84: 7.61 (2H, q), 7.67 (1H, s), 7.79 (1H, t), 7.91 (1H, d), 8.66 (2H, q) · 化合物編號VIII-98 : 7.15-7.18 (1H, m), 7.3H.41 (1H, ro), 7.43-7.50 (1H, m), 7.59-7.62 (1H, m), 8.64-8.70 (2H, m), 13.20 (1H, br) 化合物編號VIII-99: 7.13- 7.18 (1H, m), 7.36-7.41 (1H, m), 7.58-7.61 (1H, m), 8.59-8.70 (2H, in), 13.27 (1H, br) 化合物編號vm-ioo: 7.13- 7.18 (1H, in), 7.30-7.39 (2H, in), 7.59-7.62 (1H, m), 8.63-8.70 (2H, m), 10.81 (1H, br) 化合物編號VIII-101: 301 320292 200920255 7.18-7.27 (2H, m), 7.57-7.63 (2H, m), 8.63-8.70 (1H, m), 12.55 (1H, br) 化合物編號VIII-102 : 7.10-7.15 (1H, in), 7.20-7.27 (1H, m), 7.41-7.50 (1H, m), 7.58-7.62 (1H, in), 8.63-8.71 (2H, in), 12.80 (1H, br) 化合物編號VIIM03: 6.91-6.95 (2H, m), 7.06-7.13 (1H, m), 7.58-7.62 (1H, m), 8.63-8.71 (2H, in), 13.20 (1H, br) 化合物編號VIII-104 : 7.32 (1H, dd), 7.43-7.49 (2H, m), 7.69 (1H, dd), 8.53 (1H, dd) 化合物編號VIII-106 : 7.42-7.52 (3H( m), 7.59 (1H, d), 8.39 (1H, dd), 8.54 (1H, dd) 化合物編號VIII-107 : 7.52-7.62 (4H, m), 8.65-8.68 (2H, m) 化合物編號乂111-108: · 7.20 (1H, dd), 7.47 (1H, d), 7.60 (1H, q), 7.73 (1H, d), 8,64 (1H, dd), 8.70 (1H, dd) 化合物編號VIII-109: 7.28 (1H, s), 7.40 (lH. s), 7.46 (1H, q), 7.54 (1H, t), 8.38 (1H, dd), 8.60 (1H, dd) 化合物編號VIII-113: 3.69 (3H, s), 3.95 (3H, s), 6.84 (1H, dd), 7.15 (1H, dd), 7.25 (1H, t), 7.44 (1H, q), 8.39 (1H, dd), 8.56 (1H, dd) 化合物編號VIII-114 : 3.91 (1H, s), 6.84-6.92 (2H, m), 7.34 (1H, dd), 7.58 (1H, dd), 8.64 (1H, dd), 8.72 (1H, dd), 13.55 (1H, br) 302 320292 200920255 化合物編號VIII-116: 2.29 (3H, s), 3.81 (3H, s), 6.78 (1H, s), 6.80 (1H, dd), 7.33 (1H, d), 7.44 (1H, q), 8.37 (1H, dd), 8.58 (1H, dd) 化合物編號VIII-117: 3.88 (3H, s), 3.97 (3H, s), 6.80 (1H, d), 6.89 (1H, dd), 7.09 (1H, d), 7.51 (1H, q), 8.53 (1H, dd), 8.68 (1H, dd) 化合物編號VIII-118: 3.86 (3H, s), 6.64-6.68 (2H, m), 6.87 (1H, dt), 7.59 (1H, q), 8.64 (1H, dd), 8.72 (1H, dd) 化合物編號VIII-121: 3.82 (6H, s), 6.44 (1H, d), 6.65 (1H, d), 7.50 (1H, q), 8.51 (1H, dd), 8.67 (1H, dd) 化合物編號VIII-126: 7.09(2H, m)，7.21 (1H, t), 7.58(1H, q), 8.63(1H, m), 8.72(1H，m) 化合物編號VIII-127: · 4.01(¾ s), 7.21 (2H, m)，U8(1H, d), 7.58(1H，q), 8.62(1H, m)，8.71 (1H, m) 化合物編號VIII-128 : 2.30 (3H, s), 3.93 (3H, s), 7.04-7.15 (3H, in), 7.56 (1H, q), 8.63 (1H, dd), 8.74 (1H, dd) 化合物編號VIII-i32 : 3.70 (3H, s), 3.82 (3H, s), 6.83 (1H, s), 7.11 (2H, s), 7.54 (1H, q), 8.62 (1H, d), 8.70 (1H, dd) 化合物編號VIII-133 : 3.87(6H, s), 3.97(3H, s), 6.5K2H, s), 7.56(1Η, q)t 8.63(1H, ni), 8.76(1H, m) 化合物編號VIII-134 : 303 320292 200920255 7.16 (1H, dd), 7.30 (2H, in), 7.61-7.69 (3H, m), 8.71 (1H, q) 化合物編號VIII-135 : 3.91 (3H, s), 7.12-7.24 (5H, m), 8.70 (1H, q) 化合物編號VIII-136: 7.29-7,32 (2H, in), 7.53 (1H, d), 7.5H.69 (3H, ni), 8,54 (1H, d) 化合物編號VIII-137: 3.92 (3H, s), 7.13 (2H, d), 7,21 (2H, d), 7.52 (1H, d), 8.53 (1H, d) 化合物編號VIII-139 : ,3.73 (3H, s), 3.91 (3H, s), 6.93 (1H, d), 7.10 (2H, d), 7.23 (2H, d), 8.39 (1H, d) 化合物編號VIII-142 : 7.52 (1H, t), 7.61 (1H, m), 7.70 (1H, d), 7.91 (1H, m), 8.67 (2H, m) 化合物編號VIII-ί43 : 7.56 (4H, a), 8.67 (2H, m) 化合物編號VIII-144 : 7.59 (3H, m), 7.9〇 dH, t), 8.67 (2H, m) 化合物編號VIII-145 : 7.31 (1H, d), 7.44 (1H, s), 7.61 (2H, m), 8.65 (2H, m) 化合物編號VIII-150: 2.37 (3H, s), 2.39 (3H, s), 7.07 (2H. ni), 7.42 (1H, d), 7.55 (1H, q), 8.63 (1H, m), 8.72 (1H, m) 化合物編號VIII-152 : 7.62 (1H, q), 7.85 (2H, s), 8.12 (1H, s), 8.65-8.68 (2H, a) 化合物編號VIII-153 : 3.73 (6H, s), 6.80 (2H, d), 7,47-7.53 (2H, m), 8.54 (1H, dd), 8.64 (1H, dd) 304 320292 200920255 化合物編號VIII-154 : 7.29- 7.45 (2H，m)，7.54-7.69 (2H，m), 8.60-8.68 (2H，id) 化合物編號VIII-155 : 7.30 QH, t), 7.42 (2H, d), 7.59 (1H, q), 8.64 (1H, d), 8.68 (1H, d) 化合物編號VIII-156: 7.30- 7.46 (2H, m), 7.56-7.66 (2^1¾). 8.64 (1H, dd), 8.69 (1H, d) 化合物編號VIII-157: 7.11 (1H} d), 7.19 (1H, dd), 7.60 (1H, q), 7.69 (1H, t), 8.65 (1H, d), 8.69 (1H, d) 化合物編號VIII-158 : 7.28-7.37 (1H, m), 7.38-7.45 (2H, i), 7.59 (1H, m), 8.62-8.68 (2H, m) 化合物編號VIII-159 : 7.22-7.26 (1H, m), 7.40-7.45 (2H, m), 7.59 (1H, dd), 8.62-8. 71 (1H, id) 化合物編號VIII-160 : 2.41 (3H, d), 7.18 (1H, t), 7.32 (lH，t), 7.47 (1H, t)，_7.58 (1H, q)，.8.64 (1H，dd)， 8. 70 (1H, dd) ' 化合物編號VIII-161 : 2.51 (3H, s), 7.18-7.29 (3H, m), 7.55-7.60 (1H, m), 8.63 (1H, d), 8.71 (1H, d), 13.35 (1H, far) - 化合物編號VIII-162 : 2.45 (3H, s), 7.16 (1H, dd), 7.27 (1H, t), 7.38-7.43 (1H, m), 7.58 (1H, q), 8.64 (1H, dd), 8.71 (1H, dd) 化合物編號VIII-163 : 1.94 (3H, d), 7.01 (1H, d), 7.3Γ(1Η( t), 7.43 (1H, q), 7.59 (1H, q), 8.67 (1H, dd), 8.70 (1H, dd) 305 320292 200920255 化合物編號VIII-164 : 2‘41(3H, d)，7.02(2H，d)，7.48(1H，t), 7.57(1H, q), 8.63(1H，in), 8.70(1H，m) 化合物編號VIII-165 : 2.48 (3H, s), 6.88 (1H, d), 6.94 (1H, s), 7.15 (1H, d), 7.58 (1H, q), 8.64 (1H, dd), 8.72 (1H, dd) 化合物編號VIII-160 : 7.12-7.18 (3H, m), 7.59 (1H, q), 8.64-8.72 (2H, m), 11.85 (1H, br) 化合物編號VIII-167: 7.11-7.19 (2H, 111),.7.26-7.31 (1H, m), 7.58 (1H, dd), 8.64 (1H, dd), 8.72 (1H, dd), 13.22 (1H, br) 化合物編號VIII-168: 1.99 (3H, s), 6.95 (1H, dd), 7.22-7.28 (1H, m), 7.46 (1H, q), 7.59 (1H, q), 8.66 (1H, dd), 8.71 (1H, dd) 化合物編號VIII-169 : 7.59-7.72 (4H, m), 8.62-8.68 (2H, m), 9.57 (1H, br) 化合物編號VIII-170 : 7.26-7.30 (2H, d), 7.62 (1H, dd), 7.91 (1H, t), 8.64-8.70 (2H, in), 12.16 (1H, br) 化合物編號VIII-171 : 7.37-7.41 (1H, ni), 7.52-7.60 (2H, m), 7.65-7.69 (1H, in), 8.62-8.65 (2H, m), 13.20 (1H, br) 化合物編號VIII-172: 3.87 (3H, d), 7.05 (1H, d), 7.22-7.28 (1H, m), 7.35-7.40 (1H, in), 7.57 (1H, q), 8.64 (1H, dd), 8.69 (1H, dd) 化合物編號VIII-173 :- 306 320292 200920255 3.75 (1H, s), 6.88-6.95 (2H, m), 7.21-7.27 (1H, ni), 7.56 (1H, dd), 8.63 (1H, dd), 8.69 (1H, dd), 13.67 (1H, br) 化合物編號VIII-174 : 3.73 (3H, s), 7.05 (1H, dd), 7.12 (1H, dd), 7.28-7.34 (1H, m), 7.5^ (1H, q), 8.62 (1H, dd), 8.68 (1H, dd) 化合物編號VIII-175: 6.65 (1H, t), 7.20 (2H, i), 7.39 (1H, t), 7.59 (1H, q), 8.68 (2H, m) 化合物編號VIII-176 : 6.69 (1H, t), 7.14 (1H, in), 7.22 (1H, in), 7.52 (1H, t), 7.59 (1H, q), 8.63 (1H, m), 8.69 (1H, id) 化合物編號VIII-177 : 6,42 (1H, t), 7.18-7.25 (2H, m), 7.37-7.42 (1H, m)，7.59 (1H，m)，8.62-8.68 (2H, m)， 12.34 (1H, br) 化合物編號VIII-178: 7.51 (1H, t), 7.60-7.67 (3H, m), 8.65 (2H, d) 化合物編號VIII-179 : 2.49 (3H, s), 7.23 (1H, d), 7.36 (1H, m), 7.52 (1H, s), 7.57 (1H, q), 8.66 (2H, m) 化合物編號VIII-1S0 : 2.51 (3H, s), 7.14 (1H, d), 7.34 (1H, s), 7.56 (2H, m), 8.63 (1H, d), 8,70 (1H, m) 化合物編號VIII-181 : 6.67 (1H, t), 7,25 (2H, m), 7.50 (2H, m), 7,59 (1H, q), 8.68 (2H, m) 化合物編號VIII-182 : 2.64 (3H, s), 7.42 (1H, d), 7.60 (3H, t), 865 (1H, d), 8.70 (1H, t) 化合物編號VIII-183 : 307 320292 200920255 2.49 (3H, s), 3.73(3H, s), 6.98 (1H, s), 7.02 (1H, d), 7.13 (1H, d), 7.53 (1H, q), 8.62 (1H, dd), 8.70 (1H, dd) 化合物編號VIII-184 : 2.68 (3H, s), 7.29 (1H, dd), 7.33 (1H, s), 7.60 (1H, q), 7.89 (1H, d), 8.65 (1H, dd), 8.68 (1H, dd) 化合物編號VIII-185 : 2.70 (3H, s), 7.47 (1H, dd), 7.58-7.63 (3H, m), 8.65 (1H, dd), 8.68 (1H( dd) 化合物編號VIII-187 : 6.96(6H, in), 7.24(1H, m), 7.62(1H, q), 8.66(2H, m) 化合物編號VIII-190 : 2.45(3H, s), 7,04(1H( t), 7.22(1H, t), 7.59(1H, q), 8.63(1H, m), 8.69(1H, m) 化合物編號VIII-192: 4.14 (3H, s), 6.93 (2H, id), 7.59 (1H, q), 8.63 (1H, m), 8.70 (1H, m) 化合物編號VIII-193 : 2.36 (3H, s), 7.20 (1H, d), 7.36 (1H, d), 7.59 (1H, q), 8. 63 (1H, m), 8.69 (1H, m) 化合物編號VIII-194 : 7.30 (2H( dd), 7.60-7.71 (3H, in), 8.61 (2H, q) 化合物編號VIII-195 : 2.56 (3H, s), 7.30 (2H, d), 7.40 (1H, d), 7.58-7.66 (3H, m), 8.47 (1H, d) 化合物編號VIII-196 : 2.53 (3H, s), 7.31 (2H, m), 7.65 (3H, m), 8.40 (1H, s), 8.52 (1H, s) 化合物編號VIII-197 : 2.92 (3H, s), 7.30 (2H, d), 7.38 (1H, d), 7.5H.68 (3H, m), 8.51 (1H, d) 化合物編號VIII-198 : 308 320292 200920255 2.48 (3H, s), 2.92 (3H, s), 7.10 (2H, d), 7.40 (2H, q), 7.54 (1H, t), 8.53 (1H, d) 化合物編號VIII-199 : 2.91 (3H, s), 7.40 (1H, d), 7.52 (1H, d), 7.60 (1H, s), 7.79 (1H, t), 7. 87 (1H, d), 8.49 (1H, d) 化合物編號VIII-200: 2. 91 (3H, s), 3.90 (3H, s), 7.14 (2H, d), 7.22 (2H, d), 7,37 (1H, d), 8.54 (1H, d) 化合物編號VIII-201 : 2.40 (3H, d), 2.91 (3H, s), 7.00 (2H, d), 7.39 (1H, d), 7.46 (1H, d), 8.52 (1H, d) 化合物編號VIII-202: 2.91 (3H, s), 3.99 (3H, s), 7.04-7.09 (2H, m), 7.17 (1H, t), 7.39 (1H, d), 8.53 (1H, d) 化合物編號VIII-203: 4.17 (3H, s), 6.95 (1H, d), 7,28-7.32 (2H, m), 7.58-7.69 (3H, m), 8.51 (1H, d) 化合物編號VIII-204 : 4.18 (3H, s) , 6.97 (1H, d), 7.52 (1H, d), 7.60 (1H, s), 7.81 (1H, t) , 7.87 (1H, d), 8.48 (1H, d) 化合物編號VIII-208 : 2.41 (3H, d), 2.53 (3H, s), 7.02 (2H, d), 7.47 (1H, t), 8.40 (1H,'q), 8.53 1H, d) 化合物編號VIII-209 : 2.42 (3H, d), 2.59 (3H, s), 7.00 (2H, d), 7.43 (2Η, α), 8.46 (1H, d) 化合物編號VIII-210 : U0 (2H, d), 7.61-7.70 (4H, m)，8.53 (1H, d) 化合物編號VIII-211: 2.41 (3H, s), 3.74 (3H, s), 6.94 (1H, d), 7.02 (2H, m), 7.43 (1H, t)( 8.40 (1H, d) 309 320292 200920255 化合物編號VIII-212 z L44(3H，t), 4.08 (2H，q), 6.82 (lH，s)，6.87(1H,d) 7Inmr data (CDCl3/TMss(ppm)): 2·55 (3Η, s), 6.57 (1H, d) 7 47 ,, * (4H, m), 7.94 (1H, d), 8.07 (1H, t) The manufacturing intermediates obtained according to the above-mentioned Cangkang test example 1 Φ 11 π ^ ^ 12 and the physical properties of the manufactured intermediates obtained according to the method of 10, are shown in Tables 135 to 137. 283 320292 200920255 [Table 135] Compound No. Melting point (°C) or refractive index (nD2G) V-2 Melting point 175*176 V-3 Melting point 173-175 V-4 Melting point 165Ί67 V-5 Melting point 189190 V -6 Melting point 204-207 V-10 Melting point 253-256 V-37 Melting point 125Ί27 V-42 Melting point 177-179 V-52 Melting point 179*181 V-97 Melting point 17M73 V-102 Melting point 165- 167 V-103 Melting point 152-154 V-120 Melting point 191-193 V-121 Melting point 291-293 V-125 Melting point 176-178 V-127 Melting point 185-186 V-130 Melting point 164-166 V -131 Melting point 159-161 V-132 Melting point 156*159 V-133 Melting point 167-169 V-134 Melting point 185-188 V-136 Melting point 173-176 V-139 Melting point 161-163 V-155 Melting point 183-185 V-158 Melting point 197Ί98 V-164 Melting point 158-160 V-169 Melting point 190-192 V-170 Melting point 175-177 V-172 Melting point 185-186 V-174 Melting point 190- 192 V-176 Melting point 204-205 V-178 Melting point 164-166 V-189 Melting point 207-208 V-191 Melting point 209-210 V-193 Melting point 207-209 V195 Melting point 214-216 V-198 Melting point 181-183 284 320292 200920255 [Table 136] Compound number melting point (°C) or refractive index (I1D20) V-207 Melting point 145-147 V-212 Melting point 18 7-189 Y-213 Melting point 170-172 V-214 Melting point 172-173 V-217 Melting point 210-212 V-221 Melting point 187Ί88 V-222 Melting point 173-175 V-223 Melting point 167-169 V -224 Melting point 197-199 V-225 Melting point 179-180 V-305 Melting point 170-173 V-306 Melting point 138-140 V-307 Melting point 181-183 V-308 Melting point 202-204 V-311 Melting point 187-188 V-313 Melting point 163.165 V-314 Melting point 140Ί43 V-315 Melting point 167-169 V-316 Melting point 197-199 V-317 Melting point 180-182 V-318 Melting point 201-203 VI -34 Melting point 173-175 VI-54 Melting point 162-163 VI-77 Melting point 183-185 VI-122 Melting point 176-178 VI-135 Melting point 195-197 VI-136 Melting point 191-192 VI-137 Melting point 165166 VI-138 Melting point 182*184 VI-141 Melting point 159-161 VI-142 Melting point 198-200 VI-154 Melting point 163-165 VI-156 Melting point 179-180 VI-161 Melting point 182- 183 YI-163 Melting point 196-198 VI-167 Melting point 154-156 VI-170 Melting point 185-187 VI-171 Melting point 208-209 YI-174 Melting point 220-222 YI-175 Melting point 156-159 YI -177 Melting point 200-201 VI-179 Melting point 175-176 VI-180 Melting point 199-200 YI-181 Melting point 174-176 VI-182 Melting point 186-189 VI-184 Melting point 182-184 285 3 20292 200920255 [Table 137] Compound number melting point (°C) or refractive index (nD20) VI-187 Melting point 192-193 VI-188 Melting point 186Ί87 VI-190 Melting point 193-194 VI-191 Melting point>300 VI-192 Melting point 99-101 VI-193 Melting point 177-180 VI-194 Melting point 177-178 VI-196 Melting point 166-168 VI-197 Melting point 184-186 VI-199 Melting point 164-165 VI- 200 Melting point 200-201 VI-201 Melting point 192-195 VI-239 Melting point 195-196 VI-240 Melting point 155-157 VI-241 Melting point 141-143 VI-244 Melting point 215-217 VI-245 Melting Point 183-184 VI-246 Melting point 197-198 VI-247 Melting point 198-200 VII-3 Melting point. 143-144 VII-4 Melting point 144-147 VII-5 Melting point 157-158 VII-7 Melting point 119-120 VII-8 Melting point 140-141 VII-61 Melting point 127-129 VII-78 Melting point 131-132 VII-79 Melting point 159-160 VII-82 Melting point 162-165 VII-88 Melting point 182Ί84 VII -89 Melting point 176-178 VIM26 Melting point 232-235 VII· 128 Melting point 161-163 VII-175 Melting point 160-162 VIII-1 Melting point 178-179 VIII-7 Melting point 159-161 VIII-13 Melting point 182-183 YIII-27 Melting point 104-107 VIIM25 Melting point 123-126 286 320292 200920255 [NMR data] Related compounds No. V-7, V-14, V-29, V-35, V-40, V-51, V-58, V-60, V-6 Bu V-62, V-64, V-7 Bu V -72, V-73, V-101, V-113, V-117, V-119, V-152, V-154, V-156, V-158, V-160, V-162, V-179 , V-186, V-197, V-205, V-211, V-216, V-217, V-218, V-226, V-310, V-319, VI_1, VI-6, VI-7 , VI-13, VI- 2 Bu VI_27, VI-3 Bu VI-33, VI-36, VI-37, VI-49, VI-54, VI-55, VI-57, VI-88, VI-94 , VI-115, VI-116, VI-117, VI-121, VI-122, VI-123, VI-125, VI-133, VI-134, VI-144, VI-150, VI-152, VI -153, VI-156, VI-157, VI-159, VI-160, VI-161, VI-162, VI-165, VI-170, VI-173, VI-185, VI-189, VI-195 , VI-198, VI_242, VI-243, VI-248, VII-59, VII-67, Vn-91, VII-97, VII-102, VII-153, VII-154, VII-156, VII-171 , VII-173, VII-176, VII-177, VII-178, VII-180, VII- 181, VII-185, VII-186, VII-187, VII-188, VIII-2, VIII-3, VIII -4, VIII-5, Vni-6, Vni-11, VIII-12, VIII-15, VIII-16, VIII-22, VIII-28, VIII-53, VIII-54, VIII-55, VII I-56, VIII-57, VIII-58, VIII-76, VIII-84, VIII-98, VIII-99, Vin-100, III-101, VIII-102, VIII-103, VIII-104, VIII- 106, VIII-107, VIII-108, VIII-109, VIII-113, VIII-114, VIII-116, VIII-117, VIII-118, vni-121, VIII-126, VIII-127, VIII-128, VIII-132, VIII-133, VIII-134, VIII-135, VIII-136, VIII-137, VIII-139, VIII-142, VIII-143, VIII-144, VIII-145, VIII-150, 287 320292 200920255 VIII-152, VIII-153, VIII-154 VIII-155, VIII-156 VIII-157 VIII-158, VIII-159 &gt; VIII-160 N VIII-161 VIII-162, VIII-163, VIII-164 &gt VIII-165 VIII-166, VIII-167, VIII-168, VIII-169 YIII-170, VIII-171 Λ VIII-172 &gt; VIII-173 λ VIII-174 VIII-175 VIII-176, VIII-177 VIII -178 N VIII-179 , VIII-180 , VIII-181 , VIII-182 VIII-183 , VIII-184 , VIII-185 , VIII-187 , VIII-190 , VIII-192 N VIII-193 , VIII-194 , VIII-195 N VIII-196 VIII-197 VIII VIII-198 , VIII-199 VIII-200 , VIII-201 , VIII-202 Λ VII I-203, VIII-204 VIII-208 X VIII-209 VIII-210, VIII-211 Λ VIII-212, VIII-213, VIII-214, VIII-215, VIII-216, VIII-218, b-NMR data (CDC13/TMS δ (ppm) value) is as follows. Compound No. V-7: 1.04 (3H, t), 1.43-1.56 (2H, ra), 1.784.86 (2H, m), 4.41 (2H, t), 7.51 (1H, d), 7.58 (1H, dd ), 7.84 (1H, i), 8.28 (1H, dd), 14.33 (1H, brs) Compound No. V-14 : 0.92 (3H, t), 1.35-1.38 (4H, m), 1.49 (2H, m) , 1.83 (2H, m), 4.39 (2H, t), 7.51 (1H, d), 7.58 (1H, m), 7.84 (1H, m), 8.28 (1H, d), 14.33 (1H, brs) No. V-29: 3.49 (3H, s), 5.86 (2H, s), 7.59 (1H, t), 7.70 (1H, d), 7.83 (1H, t), 8.25 (1H, dd) Compound No. V- 35: 4.14 (2H, q), 5.98 (2H, s), 7.60 - 7.68 (2H, ni), 7.86 (1H, t), 8,26 (1H, d) Compound number V-40: 288 320292 200920255 2.65 (2H, t), 3.93 (2H, t), 5.95 (2H, s), 7.62 (1H, t), 7.71 (1H, d), 7.86 (1H, t), 8.26 (1H, dd), 13.66 ( 1H, bs) Compound No. V-51: 3.18 (3H, s), 5.86 (2H, s), 7,50 (1H, m), 7,72-7.80 (2H, in), 7.91 (1H, d) Compound No. V-58: 3.33 (3H, s), 3.84 (2H, t), 4.62 (2H, t), 7.59 (1H, t), 7.71 (1H, d), 7.82 (1H, t), 8.25 ( 1H, dd), 14.20 (1H, bs) Compound No. V-60 : 1.68 (3H, d), 3.31 (3H, s), 3.79-3.84 (1H, m), 4.21-4,28 (1H, m), 4.87-5.28 (1H, m), 7,55 (1H, t), 7.72 (1H, d), 7.79 (1H, t), 8.26 (1H, dd), 14.28 (1H, bs ) Compound No. V-61 : 2.28 (3H, s), 2.92 (2H, m), 4.63 (2H, m), 7.51-7.62 (2H, hi), 7.86 (1H, tn), 8.28 (1H, dd) Compound No. V-62: · 3.11 (3H, s), 3.54 (2H, t), 4.89 (2H, t), 7.61-7.69 (2H, in), 7.91 (1H, dd), 8.30 (1H, d) Compound No. V-64 : ^ 2.44 (3H, s), 5.26 (2H, t), 7.15 (1H, d), 7.58 (1H, t), 7.78 (1H( t), 8.27 (1H, dd), 13.70 (1H, bs) Compound No. V-71 : 3,66 - 3.78 (6H, in), 3.84 - 3.87 (3H, m), 7. 31 (1H, d), 7.53 (1H, t), T.77 (1H, t), 8.15 (1H, dd) Compound No. V- 7 2 : 5.38 (2H, t), 7.50 - 7.57 (2H, m), 7.80 (1H, t), 8.04 (1H, dd) 289 320292 200920255 Compound No. V-73: 2.99 (2H, t), 4.55 (2H, t), 7.46 (1H, t), 7.43 (1H, t), 7.82 (1H, d), 7.89 (1H, d), 13.98 (1H, bs) Compound number vl〇l: 7.04 (1H, d), 7.11 (1H, d), 7.52-7.54 (2H, id), 7,57-7,71 (2H, m), 8.29 (1H , d) compound number v_ 113 . 7.08 (1H, d), 7.61 (1H, t), 7.71 (1H, t), 7.77 (1H, d), 8.04 (1H, d), 8.30 (1H, d) Compound No. V-117 · 2.84 (3H, s), 6.98 (1H, d), 7. 62 .(3⁄4 t), 7.74 (1H, t), 8.30 (1H, d) Compound number V-119 : 3.91 (3H, s), 6.90 (1H, d), 7.67 (1H, t), 7.79 (1H, t), 8.31 (1H, d) Compound number V-152 : 6..74 (1H , d), 7.64 (2H, m), 8.33 (1H, d), 8.8δ (2H, s), -8.93 (1H, s), 13.32 (1H, bs) Compound No. V-154 : 3.33-3.38 ( 2H, m), 4,74(2H, t), 2,37-2.44 (1H, m), 2.90-2.92 (2H, ni), 6.98 (1H, d), 7.03 (2H, s), 7.12 ( 1H, s), 7.55 (1H, t), 7.65 (1H, t), 8.29 (1H, d) Compound number V-156 : 6.89 (1H, d), 7.09 (23⁄4 m), 7.37 (1H, d) t 7.59(1H, t), 7.68(1H, t), 8.32(1H, d) Compound number V-15 8· · 4.35-4.39 (4H, m), 6.78 (1H, dd), 6.85 (1H, d ), 6.99 (1H, dd), 7.14 (1H, d), 7.55 (1H, in), 7.66 (1H, d), 8.29 (1H, dd), 13.97 (1H, brs) Compound No. V-16 0 : 290 320292 200920255 1.78-1.82 (1H, m), 1.96-2.03 (2H, m), 1.29-2.22 (1H, m), 3.76 (1H, q), 3.90 (1H, q), 4. 37-4. 48 (2H, ffi), 4.59 (1H, dd), 4.56 (1H, t), 7.72 (1H, d), 7.81 (1H, t), 8.24 (1H, d), 14.05 (1H, bs) No. V-162: 2.28 (3H, s), 5.66 (2H, s), 7.62 (iH, t), 7.71 (1H, d), 7.87 (1H, t), 8.28 (1H, d) Compound number V- 179: 3.34 (3H, s), 3.81 (2H, t), 5.20 (2H, t), 7.49 (1H, t), 7.84 (1H, dd), 8.20 (1H, t), 13.96 (1H, bs) Compound No. V-186: 3.67 (3H, s), 3.96 (3H, s), 7,05-7.11 (2H, m), 7.82 (1H, d), 13.88 (1H, br) Compound No. V-197: 3.82 (3H, ni), 7.58 (1H, d), 8.53 (1H, d), 8.88 (1H, s) Compound number V-205 : 6.68 (1H, d), 7.20 (1H, d), 7.48-7.64 (5H, a), 7.74 (1H, t), 8.06 (1H, d), 8.17 (1H, d), 8.37 (1H, d) Compound number V-211: 6.98 (1H, s), 7.51 (1H, 1), 7. 64 (1H, t), 7,95 (1H, s), 9.32 (1H, s) Compound number V-216 : 1.20-1.31 (9H, ni), 3.44 (1H, m), 3.55 (1H, in), 4.12 (1H, m), 5.31 (2H, br), 7.13 (1H, br), 7.56 (1H, br), 7.71 (1H, br), 8.25 (1H,. br) V-217 : 3.36(3H, s), 4,77(2H, s), 6.95(3H, m), 7.27(1H, d), 7.58(1H, t), 7.67(1H, t), 8.31( 1H, d) Compound No. V-218: 291 320292 200920255 3.70 (3H, s), 3.91 (3H, s), 6.61 (1H, d), 6.92 (1H, d), 7.08 (1H d), 7.25 (2H, s), 7.51-7.61 (4H, m), 8.30 (1H, d) Compound No. V-226 : 2.55 (3H, s), 6.77 (1H, d), 7.37 (1H, d ), 7.50 (1H, d), 7.93 (lH,d), 8.22 (1H, d), 8.65 (1H, s) Compound number V-3 10 : 4.06 (3H, s), 6.84 (1H, d), 7.05 (1H, i), 7.52-7.66 (m5 3H), 8.15 (1H, S) Compound No. V-319: 3.75 (3H, s), 6.97 (2H, t), 7,58 (1H, t), 7.66-7.72 (2H, m), 8.30 (1H, d) Compound No. VI-1: 6.87 (1H, d), 7.34 (2H, d), 7,54-7.74 (5H, ui), 8.31 (1H, d) Compound No. VI-6: 6.87 (1H, d), 7.27 (1H, m), 7.38 (1H, s), 7.56-7.70 (4H, m), 8,31 (1H, d), 13.33 (1H , brs) Compound No. VI-7: 6.88 (1H, dd), 7.30-7,33 (2H.m), 7.57 (1H, m), 7.58-7.70 (3H, m), 8.30 (1H, dd), 13.71 (1H, brs) Compound No. VI-13: i 2.52 (3H, s), 6.92 (1H, dd), 7.21-7.24 (2H, m), 7.47-7.67 (4H, in), 8,29 (1H , dd), 13.91 (1H, brs) Compound No. VI-21: 1.32 (6H, d), 3.05 (1H, m), 6.87 (1H, dd), 7.13-7.18 (2H, m), 7.52-7.66 ( 4H, m), 8.31 (iH, dd), 13.99 (1H, brs) Compound No. VI-27: 292 320292 200920255 6.81 (1H, d), 7.58-7.62 (2H, m), 7.66-7.71 (2H, m), 7.88 (1H, dd), 7.95 (1H, d), 8.32 (1H, d), 13.58 (1H, brs) Compound No. VI-31 : ψ 6.89 (1H, d), 7.05-7.13 (4H, a), 7.47 (1Η» t), 7.58 (1H, t), 8.09 (1H, d) Compound number VI-33: 3.88 (3H, s) , 6.85 (1H, dd), 6.8H.94 (2H, m), 7,19 (1H, dd), 7.54-7.68 (3H, m), 8,31 (1H, dd), 13.76 (1H, brs Compound No. VI-36: 1.45 (3H, t), 4.09 (2H, m), 6.83-6.94 (3H, m), 7,17 (1^ dd), 7.53-7.67 (3H, m), 8.30 ( 1H, dd) Compound No. VI-37: 1.50 (3H, t), 4.15 (2H, q), 6.94 (1H, d), 7.14-7.28 (4H, m), 7.53-7.66 (2H, m), 8.30 (1H, dd), 13.98 (1H, brs) Compound. No. VI-49 · 4.65 (2H, d), 5.37 (1H, d), 5.48 (1H, d), 6.06-6.15 (1H, m), 6.93 (1H, d), 7.17-7.26 (4H, in), 7.56 (1H, t), 7.64 (lfl, t), 8.30 (1H, d). Compound number VU4 ·. 6.62(1H, t), 6.86( 1H, m), 7.15 (1H(m), 7.2l (lH, ¢1), 7.44(1^d), 7.67(3H(m), 8.32(1H,-d) Compound No. VI-55 :. 6.82 (1H, t), 6.84 (1H, d), 7.30-7.44 (4H, m), 7.59 (1H, t), 7.61 (1H, t), 8.17 (1H, d) Compound number VI_ 5 7 . 6.85 (1H, dd), 7.32 (1H, d), 7.53-7.62 (2H, id), 7.68 (1H, m), 7.77 (1H, dd)t 8.33 293 320292 200920255 de, dd) Compound No. VI-88: 2.73 (3H, s), 6.83 (1H, d), 7.48 (1H, d), 7.59 (1H, t), 7.64 (1H, t), 8.27-8.34 (3H, m) Compound No. VI-94: 4.01 (3H, s), 6.81 (1H, d), 7,43-7.65 (4H, m), 8.31-8.43 (3H, m) Compound No. VI-115: 3.94 (3H, s), 6.87-6.93 (3H , in), 7.58 (1H, dd), 7.65-7.70 (2H, m), 8.31 (1H, m) Compound No. VI-116: 2.35 (3H, s), 3.85 (3H, s), 6.72 (1H, d), 6.82 (1H, dd), 6.95 (1H, dd), 7.42 (1H, d), 7.56 (1H, in), 7.65 (1H, m), 8.30 (1H, dd) Compound No. VI-117: 3.90 (3H, s), 4.00 (3H, s), 6.79 (1H, d), 6.89-6.97 (2H, m), 7.13 (1H, d), 7.57 (1H, in), 7.66 (1H, m) , 8.30, (1^d), 13.76 (1H, brs),. Compound No. VI-121: 3.84 (6H, s), 6.43-6.45 (2H, ui), 6.70 (1H( dd), 6.98 (1H, d), 7.56 (1H, m), 7.66 (1H, m), 8.30 (1H, m) Compound No. VI-122 : 3.90 (3H, s), 6.92-6.99 (2H, m), 7.08 (1H(d) ), 7.25 (1H, d), 7.57 (1H, t), 7.68 (1H, t), 8.30 (1H, d) Compound No. VI-1 23 : 3.93 (3H, s), 6.81 (1H, d), 7.08 (1H, d), 7.23-7.30 (2H, m), 7.57 (1H, t), 7.66 (1H, t), 8.32 (1H, d) Compound No. VI-125: 294 320292 200920255 3·74(1Η, s), 3.92(1H, s), 6,72(2H,m), 6.91 (1H,d), 7.16(1H,m), 7.53(1H, t), 7.63(1H, t), 8.29(1H, d) Compound number VI-133: 3.88 (6H, s), 3.97 (3H, s), 6.54 (2H, s), 6.97 (1H , d), 7.58 (1H, in), 7.69 (1H, m), 8.30 (1H, d), 13.60 (1H, brs) Compound number VI_134 : 3.93 (s, 3H), 6,71 (d, 1H) , 7.16-7.29 (m, 5H), 7.58 (in, 1H) Compound No. VI-144: 3.94 (3H, s), 6.89 (1H, s), 7.18-7.24 (4H, m), 7.52 (1H, d ), 8.22 (1H, d) Compound No. VI-150: 0.39-0.43 (2H, m), 0.69-0.74 (2H, m), 1.3H.37 (1H, m), 3,91 (2H, d) , 6.93 (1H, d), 7.16-7.24 (2H, m), 7.57 (1H, t), 7.65 (1H, t), 8.29 (1H, d) Compound number VI-152: 3.08 (6H, s), 6.-88 (2H, d), 6.90 (1H, d), 7.13 (2H, d), 7.53(1H, t)r7.61 (1H, t), 8.28 (1H, d) Compound No. VI-153 : 2.38 (3H, s), 2.41 (3H, s), 6.91 (1H, d), 7.01-7.08 (2H, m), 7.44 (1H, d), 7.55 (1H, t), 7.61 (1H, t ), 8.2 9 (1H, d) Compound E VI-150 : 2.40(3H, d), 6.88(1H, d)( 7.15(2H, ¢),. 7.33(1H, t), 7,57(1H( t) , 7.66(iH, t), 8.30(1H ,i) Compound No. VI-157: 2.51 (3H, s), 6.78 (1H, d) ( 7.25 (1H, d), 7.39 (1H, d), 7.55- 7.68 (3H, tn), 8.32 (1H, 295 320292 200920255 Compound No. VI-159: 1.49(3H, t), 3.99(3H, s), 4.12 (2H, m), 6.77(1H, d), 6.88( 1H, m), 6.95(1H, d), 7.11(1H, d), 7.56(1H, t), 7,65(1H, t), 8.30(1H, d) Compound number VI-160: 3.81 (3H , s), 3.97 (6H, d), 6.88-6.96 (3H, m), 7.57 (1H, t), 7.65 (1H, t), 8.29 (1H, d) Compound number VI-161 : 4.0K3H, s ), 6,95(1Η, d), 7.05(1H, m), 7.12(1Η, n), 7,58(1^ t), 7,70(3⁄4 ii), 8.32(3⁄4 id) Compound Number VI -162 .' 4.16(3H, s), 6.97(3H, m), 7.60(1H, t), 7.70(1H, t), 8.31(1H, d) Compound No. VI-165: 1.68-1.81 (4H, a), 2.10-2.16 (1H, m), 2.37-2.44 (1H, m), 2.90-2.92 (2H, m), 6.99-7.02 (ΙΗ,.πι), 7.37 (2H, t), 7.56-7.68 (2H, m), 8.31 (1H, i) Compound number &quot;^1-170._ 2.30(2H, π), 4.30(2H, i), 4.43(2H, m), 6.86(1H, m), 6.93(2H, m), 7..22(2H, d) , 7.55(1H, t), 7.65(1H, t), 8.29(1H, d) Compound number VI-173 .· * 4_16(3H, s), 6.70 (1H, d), 6.95 (2H,m), 7.25 (1H, t), 7.65 (lH,m)) Compound No. VI-185: 2.43 (3H, s), 3.94 (3H, s), 6.67 (1H, s), 7.22 (4H, m), 7.35 ( 1H, s), 8.16 (1H, s), 13.99 (1H, s) Compound No. VI-189: 3.91 (3H, s), 3.92 (3H, s), 6.86 (1H, d), 7.20 (5H, m ), 7.71 (1H, s) 296 320292 200920255 Compound No. VI-195: 3.45 (3H, s), 3.90 (3H, s), 7.05 (2H, d), 7.19 (3H, d), 7.48 (1H, t ), 7.92 (1H, d) Compound No. VI-198: 6.67 (1H, dd), 7.32 (2H, d), 7.68-7.76 (3H, ni), 8.12 (1H, dd) Compound No. VI-242: 3.80 (3H, s), 6.17(1Η, d), 7.13(1H, m), 7.35(4H, m), 8.20(1H, d) Compound number VI-243: 3.81 (3H, s), 6.18(1H, d), 6.66(lH, t), 7.14(lH,'i), 7.35(2H, d), 7.44(2H, d), 8.22(1H, d) Compound number VI-248: 6.64 (1H, d) , 7.28-7.43 (5H, in), 7.62 (1H, m) ' Compound No. VII-59: '3.56 (3H, s), 3. 86 (2H, t), 4.91 (2H, t), 7.55 '- 7,59 (1H, m), 8.58 (1H, dd), 8.84 (1H, dd), 14,01 (1H, bs) Compound No. VII-67: 1.32 (3H, t), 2.28 (2H, q), 5.38 (2H, s), 7.56-7.61 (1H, m), 8.60 (1H, d), 8.79 (1H, d) Compound No. VII-91 : 3 ,86 (3H, s), 5.87 (2H, s), 6.78 (2H, q), 6.92 (1H, d), 7.29 (1H, s), 7.55 (1H, q), 8.60 (1H, d), 8.80 (1H, d) Compound No. VII-97: 2,08(3H, d), 7.32(4H, m), 7.44(2H, m), 7.57(1H, m), 8.5.7(1H, m) , 8.82(1H, d) Compound No. VII-102 : 297 320292 200920255 7.12 (1H, d), 7.43-7.47 (1H, m), 7.55-7.58 (2H, in), 8.31 (H, d), 8.56 ( 1H, d) Compound No. VII-153: 6,13(1H, s), 6.77(2H, m), 7.04(1H, in), '7.57(1H.m), 8.62(1H, m), 8.73( 1H, d) Compound No. VII-154: 7.05 (2H, m), 7.32 (1H, d), 7.60 (1H, q), 8.68 (2H, m) Compound No. VII-156: 4.35 (4H, m), 6.77(13⁄4 q), 6.85(1^d), 7.1K1H, d), 7.56(1H, q), 8.62(1H, q), 8.74(1H, q) Compound number VII-171 : 1.57 (3H, s ), 1.67 (3H, s), 2.51 (2H, q), 4.63 (2H, t), 5.22 (1H, t), 7.54 - 7.58 (1H, i), 8.56 (1H, d), 8.85 (1H, (1), 14.12 (1H, bs) Compound No. VII-173: 1.74 (3H, t), 2.52 (2H, t), 4.75 (2H, t), 7.56 - 7.67 (1H, m), 8.58 (1H, d), 8.84 (1H, d), 14.00 (1H, bs) Compound No. VII-176: 3.10 (2H, t), 4.86 (2H, t), 7.24-7.31 (5H, in), 7.56 (1H, q ), 8.57 (1H, d), 8.84 (1H, d) .- ' Compound No. VII-177: 5.99 (2H, s), 6.95 (1H, q), 7.25 (1H, q), 7.36 (1H, d ) f 7.60 (1H, q), 8.57 (1H, dd), 8.93 (1H, dd) Compound No. VII-178: 6.54 (1H, d), 6.98 (2H, s), 7.64 (1H, q), 8.05 (1H, d), 8.58 (1H, dd), 8.92 (1H, dd) Compound No. VII-180: 2.37 (3H, s), 5.75 (2H, s), 6.07 (1H, s), 7.47 (1H, q)f 8.34 (1H, dd), 8.71 (1H, dd) 298 320292 200920255 Compound No. VII-181 : 5.81 (2H, s), 7.30 (1H, d), 7.62 (1H, q), 7.95 (1H, Dd), 8.59 (1H, dd), 8.72 (1H, d), 8.89 (1H, dd) Compound No. VII-185: 2.86 (3H, s), 5.82 (2H, s), 7.28-7.33 (3H, m ), 7.39 (1H, d), 7.54 (2H, t), 8.69 (1H, d) Compound No. VII-186: 2.54 (3H, s), 5.82 (2H, s), 7.28-7.33 (3H, m) , 7.55 (2H, t), 8.34 (1H, d), 8.72 (1H, d) Compound No. VII-187: 2.81 (3H, s), 5.83 (2H, s), 7.29-7.36 (3H, m), 7.41 (1H, d), 7.58 (2H, t)., 8.42 (1H, d) Compound No. VII -188: 4.14 (3H, s), 5.76 (2H, s), 6.96 (1H, d), 7.32-7.37 (3H, m), 7.49 (2H/_dd), 8.36 (1H, d) Compound number vm- 2 : 7.36-7.46 (3H, m), 7.56-7.67 (2H, m), 8.63-8.70 (2H, m), 13.36 (1H, br) Compound No. VIII-3 : '7.08-7.15 (2H, m) , T.3H.38 (1H, m), 7.57-7.68 (2H, m), 8.63-8.71 (2H, m), 13.32 .(1H,br) Compound No. VIII-4 : 7.27-7.38 (4H,m ), 7.58 (1H, dd), 8.63-8.71 (2H, m), 13.57 (1H, br) ' Compound No. VIII-5: 7.36-7.40 (1H, m), 7.55-7.72 (4H, m), 8.64 -8.69 (2H, m)( 13.08 (1H, br) 299 320292 200920255 Compound No. VIII-7: 7.22-7.26 (1H, in), 7.36 (1Η, s), 7,57-7.61 (3H, m), 8.64 (1H, dd), 8.70 (1H, dd), 13.29 (1H, br) Compound No. VIII-11 : 2.07 (3H, s), 7.18 (1H, d), 7.44-7.59 (4H, in), 8.62 (1H, d), 8.70-8.72 (1H, m), 13.40 (1H, br) Compound No. VIII-12: 2.48 (3H, s), 7.10-7.13 (2H, m), 7.44 (1H, d), 7.53-7.58 (2H, in), 8.64 (1H, dd), 8.71 (1H, dd), 13.71 (1H, br) Compound No. VIII-15: 1.31(3H,t), 2.79(2H,q), 7.13 (2H,in), 7.46(lH, d), 7.55(2H,m), 8.6 3(1H, m), 8.71 (1H, m) Compound No. VIII-16: 1.39(3H, t), 2.80(2H,q), 7_24(2H, d), 7.48(2H, d), 7.55(lH ,.q), 8.63(1H,m), 8.72(1H, m) Compound No. VIII-22: 1.35(6H, d), 3.06(1H, m), 7.25(2H, d), 7.54(3H,in ), 8.63 (1H, m), 8.71 (Η, m) Compound No. VIII-28: 7.49 (2H, d), 7.60 (1H, q), 7_93, (2H, d), 8.63-8.69 (2H, m), 13.25 (1H, br) Compound No. VIII-53: 6.40 (iH, t), 7.55 (5H, m), 8.66 (2H, ni) _ Compound No. VIII-54: 6.60 (1H, t), 7.13 (1H, s), 7.20(1H, d), 7.39(1H(d), 7.58(1H, q), 7.67(1H, t), 8.69 (2H, m) 300 320292 200920255 Compound No. VIII-55 : 6.65 (1H, t), 7.36(4H, i), 7.58(1H, m), 8.67(2H, m) Compound No. VIII-56 : 7.43 (1H, d), 7.53-7.64 (3H, m), 7.68 ( 1H, d), 8.63~8.68 (2H, m) Compound No. VIII-57: 7/24-7.32 (2H, m), 7.49 (2H, d), 7.59 (1H, q), 7.70 (1H, t) , 8.63-8.70 (2H, m), 13.12 (1H, br) Compound No. VIII-58 : 7.37-7.41 (2H, in), 7.49 (2H, d), 7.58-7.61 (1H, m), 8.64-8.70 (2H, m), 13.48 (lfi, br) Compound No. VIII-70: 7.40 (2H, d), 7.59 (1H, q), 7.93 (2H, d), 8.65 (2H, m) Compound No. VIII-84: 7.61 (2H, q), 7.67 (1H, s), 7.79 (1H, t), 7.91 (1H , d), 8.66 (2H, q) · Compound No. VIII-98 : 7.15-7.18 (1H, m), 7.3H.41 (1H, ro), 7.43-7.50 (1H, m), 7.59-7.62 (1H , m), 8.64-8.70 (2H, m), 13.20 (1H, br) Compound No. VIII-99: 7.13- 7.18 (1H, m), 7.36-7.41 (1H, m), 7.58-7.61 (1H, m ), 8.59-8.70 (2H, in), 13.27 (1H, br) Compound number vm-ioo: 7.13- 7.18 (1H, in), 7.30-7.39 (2H, in), 7.59-7.62 (1H, m), 8.63-8.70 (2H, m), 10.81 (1H, br) Compound No. VIII-101: 301 320292 200920255 7.18-7.27 (2H, m), 7.57-7.63 (2H, m), 8.63-8.70 (1H, m) , 12.55 (1H, br) Compound No. VIII-102: 7.10-7.15 (1H, in), 7.20-7.27 (1H, m), 7.41-7.50 (1H, m), 7.58-7.62 (1H, in), 8.63 -8.71 (2H, in), 12.80 (1H, br) Compound No. VIIM03: 6.91-6.95 (2H, m), 7.06-7.13 (1H, m), 7.58-7.62 (1H, m), 8.63-8.71 (2H , in), 13.20 (1H, br) Compound No. VIII-104 : 7.32 (1H, dd), 7.43-7.49 (2H, m), 7.69 (1H, dd), 8.53 (1H, dd) Compound No. VIII-106 : 7.42-7.5 2 (3H(m), 7.59 (1H, d), 8.39 (1H, dd), 8.54 (1H, dd) Compound No. VIII-107 : 7.52-7.62 (4H, m), 8.65-8.68 (2H, m) Compound No. 乂111-108: · 7.20 (1H, dd), 7.47 (1H, d), 7.60 (1H, q), 7.73 (1H, d), 8,64 (1H, dd), 8.70 (1H, dd Compound No. VIII-109: 7.28 (1H, s), 7.40 (lH. s), 7.46 (1H, q), 7.54 (1H, t), 8.38 (1H, dd), 8.60 (1H, dd) VIII-113: 3.69 (3H, s), 3.95 (3H, s), 6.84 (1H, dd), 7.15 (1H, dd), 7.25 (1H, t), 7.44 (1H, q), 8.39 (1H, Dd), 8.56 (1H, dd) Compound No. VIII-114: 3.91 (1H, s), 6.84-6.92 (2H, m), 7.34 (1H, dd), 7.58 (1H, dd), 8.64 (1H, dd ), 8.72 (1H, dd), 13.55 (1H, br) 302 320292 200920255 Compound No. VIII-116: 2.29 (3H, s), 3.81 (3H, s), 6.78 (1H, s), 6.80 (1H, dd ), 7.33 (1H, d), 7.44 (1H, q), 8.37 (1H, dd), 8.58 (1H, dd) Compound No. VIII-117: 3.88 (3H, s), 3.97 (3H, s), 6.80 (1H, d), 6.89 (1H, dd), 7.09 (1H, d), 7.51 (1H, q), 8.53 (1H, dd), 8.68 (1H, dd) Compound No. VIII-118: 3.86 (3H, s), 6.64-6.68 (2H, m), 6.87 (1H, dt), 7.59 (1H, q ), 8.64 (1H, dd), 8.72 (1H, dd) Compound No. VIII-121: 3.82 (6H, s), 6.44 (1H, d), 6.65 (1H, d), 7.50 (1H, q), 8.51 (1H, dd), 8.67 (1H, dd) Compound No. VIII-126: 7.09 (2H, m), 7.21 (1H, t), 7.58 (1H, q), 8.63 (1H, m), 8.72 (1H, m) Compound No. VIII-127: · 4.01 (3⁄4 s), 7.21 (2H, m), U8(1H, d), 7.58(1H,q), 8.62(1H, m), 8.71 (1H, m) No. VIII-128: 2.30 (3H, s), 3.93 (3H, s), 7.04-7.15 (3H, in), 7.56 (1H, q), 8.63 (1H, dd), 8.74 (1H, dd) Compound number VIII-i32 : 3.70 (3H, s), 3.82 (3H, s), 6.83 (1H, s), 7.11 (2H, s), 7.54 (1H, q), 8.62 (1H, d), 8.70 (1H, Dd) Compound No. VIII-133: 3.87(6H, s), 3.97(3H, s), 6.5K2H, s), 7.56(1Η, q)t 8.63(1H, ni), 8.76(1H, m) VIII-134 : 303 320292 200920255 7.16 (1H, dd), 7.30 (2H, in), 7.61-7.69 (3H, m), 8.71 (1H, q) Compound No. VIII-135 : 3.91 (3H, s), 7.12 -7.24 (5H, m), 8.70 (1H, q) Compound No. VIII-136: 7.29-7,32 (2H, in), 7.53 (1H, d), 7.5H.69 (3H, ni), 8, 54 (1H, d) Compound No. VIII-137: 3.92 (3H, s), 7.13 (2H, d), 7,21 (2H, d), 7.52 (1H, d), 8.53 (1H, d) Compound No. VIII-139 : , 3.73 (3H, s), 3.91 (3H, s), 6.93 (1H, d), 7.10 (2H, d), 7.23 (2H, d), 8.39 (1H, d) Compound No. VIII-142 : 7.52 (1H, t), 7.61 (1H, m), 7.70 (1H, d), 7.91 (1H, m), 8.67 (2H, m) Compound No. VIII-ί43 : 7.56 (4H, a), 8.67 (2H, m) Compound No. VIII-144 : 7.59 (3H, m), 7.9〇 dH, t), 8.67 (2H, m) Compound No. VIII-145: 7.31 (1H, d), 7.44 (1H, s), 7.61 (2H, m), 8.65 (2H, m) Compound No. VIII-150: 2.37 (3H, s), 2.39 (3H, s), 7.07 (2H. ni), 7.42 (1H, d), 7.55 (1H, q), 8.63 (1H, m), 8.72 (1H, m) VIII-152 : 7.62 (1H, q), 7.85 (2H, s), 8.12 (1H, s), 8.65-8.68 (2H, a) Compound No. VIII-153 : 3.73 (6H, s), 6.80 (2H, d), 7,47-7.53 (2H, m), 8.54 (1H, dd), 8.64 (1H, dd) 304 320292 200920255 Compound No. VIII-154 : 7.29- 7.45 (2H,m),7.54-7.69 (2H , m), 8.60-8.68 (2H, id) Compound No. VIII-155: 7.30 QH, t), 7.42 (2H, d), 7.59 (1H, q), 8.64 (1H, d), 8.68 (1H, d Compound No. VIII-156: 7. 30- 7.46 (2H, m), 7.56-7.66 (2^13⁄4). 8.64 (1H, dd), 8.69 (1H, d) Compound No. VIII-157: 7.11 (1H} d), 7.19 (1H, dd) , 7.60 (1H, q), 7.69 (1H, t), 8.65 (1H, d), 8.69 (1H, d) Compound No. VIII-158 : 7.28-7.37 (1H, m), 7.38-7.45 (2H, i ), 7.59 (1H, m), 8.62-8.68 (2H, m) Compound No. VIII-159: 7.22-7.26 (1H, m), 7.40-7.45 (2H, m), 7.59 (1H, dd), 8.62- 8. 71 (1H, id) Compound No. VIII-160 : 2.41 (3H, d), 7.18 (1H, t), 7.32 (lH,t), 7.47 (1H, t), _7.58 (1H, q) , .8.64 (1H, dd), 8. 70 (1H, dd) ' Compound No. VIII-161 : 2.51 (3H, s), 7.18-7.29 (3H, m), 7.55-7.60 (1H, m), 8.63 (1H, d), 8.71 (1H, d), 13.35 (1H, far) - Compound No. VIII-162 : 2.45 (3H, s), 7.16 (1H, dd), 7.27 (1H, t), 7.38-7.43 (1H, m), 7.58 (1H, q), 8.64 (1H, dd), 8.71 (1H, dd) Compound No. VIII-163 : 1.94 (3H, d), 7.01 (1H, d), 7.3Γ (1Η (t), 7.43 (1H, q), 7.59 (1H, q), 8.67 (1H, dd), 8.70 (1H, dd) 305 320292 200920255 Compound No. VIII-164 : 2'41(3H, d), 7.02 (2H,d), 7.48(1H,t), 7.57(1H, q), 8.63(1H In), 8.70(1H,m) Compound No. VIII-165: 2.48 (3H, s), 6.88 (1H, d), 6.94 (1H, s), 7.15 (1H, d), 7.58 (1H, q), 8.64 (1H, dd), 8.72 (1H, dd) Compound No. VIII-160 : 7.12-7.18 (3H, m), 7.59 (1H, q), 8.64-8.72 (2H, m), 11.85 (1H, br) Compound No. VIII-167: 7.11-7.19 (2H, 111), 7.26-7.31 (1H, m), 7.58 (1H, dd), 8.64 (1H, dd), 8.72 (1H, dd), 13.22 (1H, Br) Compound No. VIII-168: 1.99 (3H, s), 6.95 (1H, dd), 7.22-7.28 (1H, m), 7.46 (1H, q), 7.59 (1H, q), 8.66 (1H, dd ), 8.71 (1H, dd) Compound No. VIII-169: 7.59-7.72 (4H, m), 8.62-8.68 (2H, m), 9.57 (1H, br) Compound No. VIII-170: 7.26-7.30 (2H, d), 7.62 (1H, dd), 7.91 (1H, t), 8.64-8.70 (2H, in), 12.16 (1H, br) Compound No. VIII-171 : 7.37-7.41 (1H, ni), 7.52-7.60 (2H, m), 7.65-7.69 (1H, in), 8.62-8.65 (2H, m), 13.20 (1H, br) Compound No. VIII-172: 3.87 (3H, d), 7.05 (1H, d), 7.22-7.28 (1H, m), 7.35-7.40 (1H, in), 7.57 (1H, q), 8.64 (1H, dd), 8.69 (1H, dd) Compound No. VIII-173 :- 306 320292 200920255 3.75 ( 1H, s), 6.88- 6.95 (2H, m), 7.21-7.27 (1H, ni), 7.56 (1H, dd), 8.63 (1H, dd), 8.69 (1H, dd), 13.67 (1H, br) Compound No. VIII-174: 3.73 (3H, s), 7.05 (1H, dd), 7.12 (1H, dd), 7.28-7.34 (1H, m), 7.5^ (1H, q), 8.62 (1H, dd), 8.68 (1H, dd) Compound No. VIII-175: 6.65 (1H, t), 7.20 (2H, i), 7.39 (1H, t), 7.59 (1H, q), 8.68 (2H, m) Compound No. VIII-176: 6.69 (1H, t), 7.14 (1H, in), 7.22 (1H, in), 7.52 (1H, t), 7.59 (1H, q), 8.63 (1H, m), 8.69 (1H, id) Compound No. VIII-177: 6,42 (1H, t), 7.18-7.25 (2H, m), 7.37-7.42 (1H, m), 7.59 (1H, m), 8.62-8.68 (2H, m), 12.34 (1H, br) No. VIII-178: 7.51 (1H, t), 7.60-7.67 (3H, m), 8.65 (2H, d) Compound No. VIII-179: 2.49 (3H, s), 7.23 (1H, d), 7.36 (1H , m), 7.52 (1H, s), 7.57 (1H, q), 8.66 (2H, m) Compound No. VIII-1S0 : 2.51 (3H, s), 7.14 (1H, d), 7.34 (1H, s) , 7.56 (2H, m), 8.63 (1H, d), 8,70 (1H, m) Compound No. VIII-181 : 6.67 (1H, t), 7,25 (2H, m), 7.50 (2H, m ), 7,59 (1H, q), 8.68 (2H, m) Compound No. VIII-182: 2.64 (3H, s), 7.42 (1H, d), 7.60 (3H, t), 865 (1H, d), 8.70 (1H, t) Compound No. VIII-183 : 307 320292 200920255 2.49 (3H, s), 3.73 (3H, s), 6.98 (1H, s), 7.02 (1H, d), 7.13 (1H, d), 7.53 (1H, q), 8.62 (1H, dd), 8.70 (1H, dd) Compound No. VIII-184 : 2.68 (3H , s), 7.29 (1H, dd), 7.33 (1H, s), 7.60 (1H, q), 7.89 (1H, d), 8.65 (1H, dd), 8.68 (1H, dd) Compound No. VIII-185 : 2.70 (3H, s), 7.47 (1H, dd), 7.58-7.63 (3H, m), 8.65 (1H, dd), 8.68 (1H( dd) Compound No. VIII-187 : 6.96(6H, in), 7.24(1H, m), 7.62(1H, q), 8.66(2H, m) Compound No. VIII-190: 2.45(3H, s), 7,04(1H(t), 7.22(1H, t), 7.59 (1H, q), 8.63(1H, m), 8.69(1H, m) Compound No. VIII-192: 4.14 (3H, s), 6.93 (2H, id), 7.59 (1H, q), 8.63 (1H, m), 8.70 (1H, m) Compound No. VIII-193: 2.36 (3H, s), 7.20 (1H, d), 7.36 (1H, d), 7.59 (1H, q), 8. 63 (1H, m ), 8.69 (1H, m) Compound No. VIII-194: 7.30 (2H( dd), 7.60-7.71 (3H, in), 8.61 (2H, q) Compound No. VIII-195: 2.56 (3H, s), 7.30 (2H, d), 7.40 (1H, d), 7.58-7.66 (3H, m), 8.47 (1H, d) Compound No. VIII-196: 2.53 (3H, s), 7.31 (2H, m), 7.65 (3H, m), 8.40 (1H, s), 8.52 (1H, s) Compound No. VIII-197: 2.92 ( 3H, s), 7.30 (2H, d), 7.38 (1H, d), 7.5H.68 (3H, m), 8.51 (1H, d) Compound No. VIII-198 : 308 320292 200920255 2.48 (3H, s) , 2.92 (3H, s), 7.10 (2H, d), 7.40 (2H, q), 7.54 (1H, t), 8.53 (1H, d) Compound No. VIII-199 : 2.91 (3H, s), 7.40 ( 1H, d), 7.52 (1H, d), 7.60 (1H, s), 7.79 (1H, t), 7. 87 (1H, d), 8.49 (1H, d) Compound No. VIII-200: 2. 91 (3H, s), 3.90 (3H, s), 7.14 (2H, d), 7.22 (2H, d), 7,37 (1H, d), 8.54 (1H, d) Compound No. VIII-201: 2.40 ( 3H, d), 2.91 (3H, s), 7.00 (2H, d), 7.39 (1H, d), 7.46 (1H, d), 8.52 (1H, d) Compound No. VIII-202: 2.91 (3H, s ), 3.99 (3H, s), 7.04-7.09 (2H, m), 7.17 (1H, t), 7.39 (1H, d), 8.53 (1H, d) Compound No. VIII-203: 4.17 (3H, s) , 6.95 (1H, d), 7,28-7.32 (2H, m), 7.58-7.69 (3H, m), 8.51 (1H, d) Compound No. VIII-204: 4.18 (3H, s) , 6.97 (1H , d), 7.52 (1H, d), 7.60 (1H, s), 7.81 (1H, t) , 7.87 (1H, d), 8.4 8 (1H, d) Compound No. VIII-208 : 2.41 (3H, d), 2.53 (3H, s), 7.02 (2H, d), 7.47 (1H, t), 8.40 (1H, 'q), 8.53 1H , d) Compound No. VIII-209: 2.42 (3H, d), 2.59 (3H, s), 7.00 (2H, d), 7.43 (2Η, α), 8.46 (1H, d) Compound No. VIII-210 : U0 (2H, d), 7.61-7.70 (4H, m), 8.53 (1H, d) Compound No. VIII-211: 2.41 (3H, s), 3.74 (3H, s), 6.94 (1H, d), 7.02 ( 2H, m), 7.43 (1H, t)( 8.40 (1H, d) 309 320292 200920255 Compound No. VIII-212 z L44(3H,t), 4.08 (2H,q), 6.82 (lH,s), 6.87 ( 1H,d) 7

m), 8.63 (1H, d)( 8.72 (1H, d) H，d)' 7· 5H‘58 (2H 化合物編號VIII-213 · 1.48 (3H，t)，4.13 (2H，q)，7,15 (2H，¢, 7.23 (2H, d), 8.72 (1H, d) ’ .， 7.5δ (1H, m)， 8·63 (1H, d), 化合物編號VIII-214 · 3.91 (3H，s)，7.12 (2H，d)，7.21 (2H，d)，7 59 (1H, d)，8.55 (沾 化合物編號VIII-215 : ’ d) 2.15 (3H, s), 7.31-7.36 (3H, m), 7.59-7.66 (3H, m), 8.27 (iH d) 化合物編號VIII-216 : ’m), 8.63 (1H, d)( 8.72 (1H, d) H,d)' 7·5H'58 (2H Compound No. VIII-213 · 1.48 (3H,t), 4.13 (2H,q),7, 15 (2H, ¢, 7.23 (2H, d), 8.72 (1H, d) ' ., 7.5δ (1H, m), 8·63 (1H, d), compound number VIII-214 · 3.91 (3H, s ), 7.12 (2H, d), 7.21 (2H, d), 7 59 (1H, d), 8.55 (drag compound number VIII-215: 'd) 2.15 (3H, s), 7.31-7.36 (3H, m ), 7.59-7.66 (3H, m), 8.27 (iH d) Compound No. VIII-216 : '

(IH, dd), 6.85 (1H, d), 6.93 (lfJ d)，7t05 (IH, d), 3.77 (3H, s), 4.35 (4H, s), 6.77 8.39 (IH, d) 化合物編號VIII-218 : 6.13 (2H, s), 6.72-6.77 (2H, m), 7,()3 (1H，d)，7.6i (ih, d)，8 57 再者，關於依照上述實施例7及8所^) 體、及依照與該等相同方法 .又侍之製造中(IH, dd), 6.85 (1H, d), 6.93 (lfJ d), 7t05 (IH, d), 3.77 (3H, s), 4.35 (4H, s), 6.77 8.39 (IH, d) Compound No. VIII -218 : 6.13 (2H, s), 6.72-6.77 (2H, m), 7, () 3 (1H, d), 7.6i (ih, d), 8 57 Further, regarding the above embodiment 7 and 8 ^) body, and in accordance with the same method.

據（CDC13/TMS δ (卯叫值）係如下。]股H NMR 化合物編號Χ-1 : 6.77 (IH, d), 7.29-7.67 (7H, m) 〇 Λβ •06 (d. IH) 化合物編號X-6 : 6.78 (IH, d), 7.21-7.62 (6H, m), 8 ^ *06 (IH, d) 化合物編號X-7: 6.77 (IH, d), 7.26 (2H, d), 7.45 (i^ 1 7· 55-7.63 (3H, m), 8.09 (IH, d) 3l〇 320292 200920255 化合物編號又-9: 2.48 (1H, s), 6.80 (1H, d), 7.17 (2H, d), 7.39-7.45 (3H, m), 7.54 (1H, t), 8.04 (1H, d) 化合物編號X-12 · 1.29 (d, 6H)，3.00 (1H, in), 6.77 (1H, d)，7.09-7.14 (2H, m)，7.40-7.46 (2H, m), 7.52-7.57 (2H, m), 8.05 (1H, d) 化合物編號X-14: 6.71 (1H, d), 7.45-7.62 (4H, id), 7.78-7.89 (2H, is), 8.09 (1H, d) 化合物編號X-17: 3.74 (3H, s), 6,74 (1H, d), 7.14-7.24 (3H, ra), 7.41 (1H, t), 7.51-7.58 (2H, m), 8.05 (1H, d) 化合物編號X-18: 3.84 (3H, s), 6.80-6.89 (3H, m), 7.12 (1H, d), 7.43 (1H, t), 7.49-7.61 (2H, m), 8.05 (1H, d) . 化合物編號乂-20: 1.43 (3H, t), 4.06 (2H, m), 6.79 (3H, i), 7.11 (1H, d), 7.40-7.58 (3H, in), 8.04 (1H, d). 化合物編號X-21: 1.48 (3H, t), 4.12 (2H, q), 6.83 (1H, d), 7.10 (2H, d), 7.19 (2H, d), 7.44 (1H, t), 7.54 (1H, t), 8.04 (1H, d) 化合物編號X-29: 6.75 (1H, d), 7.22-7.29 (2H, m), 7.56-7.72 (4H, in), 8.08 (1H, d) 化合物編號乂-43: 3.91 (3H, s), 6.80-6.88 (3H, η), 7.46 (1H, t), 7.55-7.64 (2H, m), 8.07 (1H, d) 311 320292 200920255 化合物編號X-44 : 2.31 (3H, s), 3.82 (3H, s), 6.70 (3H, s), 6,76-6.85 (2H, m), 7.35-7.57 (3H, m), 8.04 (1H, d) 化合物編號X-45 : 3.87 (3H, s), 3.98 (3H, s), 6.76 (1H, d), 6.85 (1H, dd), 7.07 (1H, d), 7.43 (1H, t), 7.56 (1H, t), 8.05 (1H, d) 化合物編號X-46 : 3.82 (6H, s), 6.42 (2H, s), 6.64 (1H, s), 6.87 (1H, d), 7.43 (1H, t), 7.57 (1H, t)( 8.04 (1H, d) 化合物編號X-53 : 3.85 (6H, s), 3.94 (3H, s), 6.50 (2H, s), 6.86 (1H, d), 7.45 (1H, t), 7.59 (1H, t), 8.05 (1H, d) 化合物編號IX-6 : 1.01 (3H, t), 1.47 (2H, m)·, 1.78 (2H, m), 4.32 (2Ht in), 7.39-7.53 (2H, in), ?.76 (1H, t), 8.03 (1H, d) 化合物編號IX-9 : 0.90 (3H, t), 1.30-1.51 (6H, m), 1.78 (2H, in), 4.29 (2H, t), 7.40-7.47 (2H, in), 7.75 (1H, t), 8.04 (1H, d) 化合物編號IX-28 : 2.28 (3H, s), 2.85 (2Ht t), 4.51 (2H, t), 7.41-7.70 (2H, m), 7.79 (1H, t), 8.12 (1H, d) 化合物編號IX-29: 3.09 (3H, s), 3.49 (2H, t)( 4.77 (2H, t), 7,50-7.58 (2H, m), 7.84 (1H, t), 8.08 (1H, d) 312 320292 200920255 化合物編號IX-73 : 6.12 (2H，d), 6.74-6.76 (2H, m)，6.88 (1H, d)，7.01 (1H，d)，7,43 (iH t) 7 C7 / t), 8.04 (1H, d) ’ Λ ’.57 (1H, 化合物編號IX-75: 4.33 (4H, s), 6.74-6.89 (3H, i), 7.08 (1H, d), 7.44 (1H, t), 7.55 (1H t) « Λ〇 / d) ^ y-°2 (1H, 再者，列舉代表性的製劑例具體說明製劑方法。 石 化合 物、添加劑種類及調配比率並不僅侷限於此，而3 疋1廣範 圍地變更。在以下的說明中，「份」表示「重量份」。 &lt;製劑例1 &gt;水合劑 化合物I號至12號的化合物 1 〇份 聚氧伸乙基辛基苯鍵 05份 /3 -萘磺酸曱醛縮合物鈉鹽 0.5份 石夕藻土 .· 20份、‘ 將以上均勻地混合粉碎而形成水合劑。此外，分別使 用表1至45所記載的各種化合物取代化合物編號τ至is 之水合劑，同樣地可獲得水合劑。 〈製劑例2 &gt;油懸劑 化合物I號至13號的化合物 水 聚氧伸乙基苯乙烯化苯趟硫酸鹽 乙二醇 20份 69份 4份 7份 在以上化合物中，添加相當於總量之 之聚矽 313 320292 200920255 氧AF-118N(旭化成工業股份有限公司製），利用高逮攪掉 機施行30分鐘混合後，利用濕式粉碎機施行粉碎而形成油 懸劑。此外，分別使用表丨至45所記載各種化合物取代化 合物編號I至13之化合物，同樣地可獲得油懸劑。 &lt;製劑例3 &gt;乳劑 化合物I至59號的化合物 3〇份 二甲苯與異佛爾酮的等量混合物 60份 聚氧伸乙基山梨醇酐烷酸酯 4份 ♦氧伸乙基聚烧基芳基醚 .4份 烷基芳基續酸酯 八 將以上施行均勻地溶解而形成乳劑。此外，分別使用 表1至45所記載的各種化合物取代化合物編號之化 合物’同樣地可獲得乳劑。 〈製劑封4 &gt;粒劑 . 10份 80份 5份 2份 2份 1份 化合物編號1-58的化合物 滑石與膨潤土的（1 : 3)混合物 白碳 聚氧伸乙基山梨醇酐烧酸酯 聚氧伸乙基聚烷基芳基醚 烧基芳基續酸酯 、將以上施行均勻地混合粉碎。在該混合物中添加水10 伤、、’亍練5，使用拾出式造粒機從直徑〇 . 7 筛孔中擠 出，經乾煉後，再切斷成〇.5至lmm長度，形成粒劑。此 外’分別使用表1至45所記载的各種化合物取代化合物編 320292 314 200920255 號I至58之化合物，同樣地可獲得粒劑。 至4所纪载二方\至45所記載的化合物，係根據製劑例 斤戴的方法，同樣地可製造各種製劑。 &lt;=:列舉試驗例，說明本發明化合物的除草活性。 例错由水田土壤處理的除草效果試驗 入：:2:/、”填充入水田土❹ 翌日，將制t·u 螢藺的種子’並湛水於水深3cm中。 面、商入Γ 所崎得之水合㈣水_，並施行水 :滴：。施用量’以有效成分計，為每 ==施行育成，處理後的第21曰，依照二 所圮载的基準進行除草效果調查。 【表138】 I I J R J 1 尔·^夕又 二。f以上 '未滿9〇%的除草妓果、、荜宝 ^以上、未滿70%的除草效果、 D以上、未滿5〇%的除草效果、Ϊ i 以上、未滿30%的除草效果、1.1 t0以上、未滿10% 70 /〇以上 '未滿9〇%的除箪盛‘、益 2 結果如下表139至表146所示 320292 315 200920255 【表139】 化合物編號 水稗蕈 鴨舌草 螢藺 1-2 4 5 5 1-7 5 5 5 1-12 5 5 5 M3 5 5 5 1-14 4 5 5 M5 5 5 5 1-22 5 5 5 1-30 5 5 5 1-35 5 5 5 1-40 5 5 5 1-49 5 5 5 1-50 5 5 5 1-57 4 5 5 1-58 5 5 5 1-59 5 5 5 1-62 5 5 5 1-65 4 5 5 1-67 4 5 5 1-68 4 5 5 1-70 5 5 5 1-72 5 5 5 1-82 5 5 5 1-88 5 5 5 1-90 5 5 5 1-91 5 5 5 1-92 4 5 5 1-93 5 5 5 1-94 5 5 5 1-99 5 5 5 1-102 5 4 5 1-103 5 5 5 ΙΊ07 4 5 5 1-111 5 5 5 1-112 5 5 5 1-113 5 5 5 1-120 4 5 5 1-125 4 5 5 1-126 4 5 5 1-131 5 5 5 1-137 5 5 5 M39 5 5 5 1-144 5 5 5 1-145 5 5 5 1-148 5 5 5 1-149 5 5 4 1-156 5 5 5 1-158 5 5 5 1-159 5 5 5 1-160 5 5 5 1-163 4 5 5 316 320292 200920255 【表140】 化合物編號 水轉草 鴨舌蕈 罄藺 1-165 5 5 5 M66 4 5 5 1-171 5 5 5 1-173 5 5 5 1-176 5 5 5 1-177 5 5 5 1-178 4 5 5 1-179 5 5 5 1-180 4 5 5 1-182 5 5 5 1-185 5 5 5 1-189 5 5 5 1-197 5 5 5 1-199 5 5 5 1-201 5 5 5 1-202 5 5 5 1-207 4 5 5 1-209 4 5 5 1-211 4 5 5 1-212 5 5 5 1-213 4 5 5 1-220 5 5 5 1-221 5 5 5 1-223 4 5 5 1-225 5 5 4 1-227 5 5 5 1-229 4 5 5 1-230 5 5 5 1-238 5 4 5 1-263 5 5 5 1-264 4 5 5 1-265 4 5 5 1-266 5 5 5 1-267 5 5 5 1-268 5 5 5 1-269 5 5 5 1-270 5 5 5 1-271 5 5 5 1-272 5 5 5 1-273 5 5 5 1-274 5 5 4 1-275 4 5 5 1-276 5 5 5 1-277 5 5 5 1-278 4 5 5 1-279 4 5 5 1-280 5 5 5 1-281 5 5 5 1-283 4 5 5 1-363 5 5 5 1-364 4 5 5 1-368 4 5 5 1-371 5 5 5 1-372 5 5 5 1-373 5 5 5 1-379 5 5 5 1-380 4 5 5 317 320292 200920255 【表141】 化合物編號 水稗草 鴨舌草 螢藺 Π-1 5 5 5 Π-4 5 5 5 II-5 5 5 5 Π-6 5 5 5 II-7 5 5 5 Π-8 5 5 5 II-9 5 5 5 11-11 5 5 5 Π-13 5 5 5 Π-14 5 5 5 Π-15 5 5 5 H-20 5 5 5 Π-21 5 5 5 Π-23 5 5 5 11-24 5 5 5 Π-29 5 5 5 11-33 5 5 5 Π-39 5 5 5 Π-44 5 5 5 Π-51 5 5 5 11-52 5 5 5 Π-57 5 5 5 11-62 5 5 5 Π-63 5 5 5 Π-64 5 5 4 Π-68 5 5 5 Π-69 5 5 5 11-71 4 5 5 Π-74 5 5 5 Π-75 5 5 5 Π-81 5 5 5 Π-84 5 5 5 Π-90 5 5 5 Π-95 5 5 5 ΠΊ01 5 5 5 11-116 5 5 5 Π-121 4 5 5 Π-122 5 5 5 11-124 4 5 5 Π-125 5 5 5 11-129 5 5 5 II-130 5 5 5 Π-131 5 5 5 ΠΊ36 5 5 5 11-137 5 5 5 11-140 5 5 4 ΠΊ49 5 5 5 11-167 5 5 5 ΙΙΊ68 5 5 5 Π-169 5 5 5 318 320292 200920255 【表142】 化合物編號 水稗草 鴨舌草 螢藺 Π-173 5 5 5 ΠΊ74 5 5 5 11-175 4 5 5 11-177 4 5 5 11-178 4 5 5 Π-179 4 5 5 II-180 5 5 5 II· 185 4 5 5 11-186 4 5 5 Π-187 5 5 5 11-188 5 5 5 11-189 5 5 5 Π-190 5 5 5 ΠΊ93 5 5 5 IM94 4 5 5 11-195 5 5 5 11-196 4 5 5 ΠΊ97 5 5 5 11-208 5 5 5 11-209 5 5 5 11-210 5 5 5 Π-211 5 5 5 Π-212 5 5 5 11-213 5 6 5 Π-214 5 5 5 Π-215 5 5 5 Π-216 5 5 5 Π-217 4 5 5 Π-218 4 5 5 Π-219 5 5 5 11-220 5 5 5 Π-221 4 5 5 11-222 5 5 5 Π-223 5 5 5 Π-224 4 5 5 Π-225 5 5 5 Π-226 5 5 5 Π-227 5 5 5 Π-228 5 5 5 11-229 5 5 5 Π-230 4 5 5 Π-231 5 5 5 11-232 4 5 5 Π-233 5 5 5 11-235 4 5 5 Π-236 4 5 5 Π-237 5 5 5 11-238 5 5 5 11-239 5 5 5 319 200920255 【表143】 化合物編號 水稗草 鴨舌草 螢蘭 11-240 4 5 5 11-241 5 5 5 Π-242 5 5 δ 11-243 5 5 δ 11-244 5 5 5 Π-245 5 5 5 11-246 4 δ 5 Π-247 4 5 δ Π-248 5 5 5 11-249 5 5 5 11-252 5 5 5 11-253 5 δ 5 11-254 5 5 5 11-255 5 5 5 11-256 5 5 5 Π-257 5 5 5 11-258 4 5 5 11-259 4 5 5 Π-260 5 5 5 Π-261 5 5 5 Π-263 5 5 5 Π-301 5 5 5 ΙΓ303 5 5 5 H-304 5 5 5 Π-305 5 5 5 Π-306 5 5 δ ΙΠ-2 5 5 5 ΙΠ-5 5 5 5 ΠΙ-7 , 5 5 5 ΠΙ-12 5 5 5 ΠΙ-13 δ 5 5 m-i5 δ 5 5 ΙΠ-30 4 5 5 m-35 4 5 5 ΙΠ-40 5 5 5 ΙΠ-45 4 δ 5 m-59 δ 5 5 in-70 4 5 5 m-88 5 5 4 in-90 5 5 5 ΙΠ-96 5 5 5 ΠΙ-99 δ 5 5 ΠΙ-107 5 5 5 ΠΙ-108 δ 5 5 m-m 5 5 5 III-117 5 5 δ m-118 5 5 5 in-120 5 5 5 in-130 5 5 5 m-139 5 5 5 m-158 5 5 5 m-173 5 5 5 in-189 5 5 5 III-201 5 5 5 320 320292 200920255 【表144】 化合物編號 水稗草 鴨舌草 螢藺 ΠΙ-202 5 5 5 ΠΙ-207 5 5 5 ΠΙ-209 5 5 5 ΙΠ-212 4 5 5 III-213 4 5 5 ΙΠ-220 5 5 5 ΠΙ-221 4 5 5 III-229 5 5 5 III-230 5 5 5 ΠΙ-231 5 5 5 ΙΠ-232 5 5 5 ΙΠ-234 5 5 5 ΠΙ-235 5 δ 5 ΠΙ-236 5 5 5 ΙΠ-237 5 5 δ ΙΠ-238 4 5 5 ΙΠ-239 4 5 5 ΙΠ-240 4 5 5 ΙΠ-241 5 5 5 ΠΙ-242 5 5 5 ΙΠ-243 5 δ 5 ΠΙ-244 4 5 5 ΙΠ-245 4 5 5 ΙΠ-246 5 5 δ ΠΙ-247 5 5 6 IV-1 5 5 5 IV-2 5 5 δ IV-3 5 5 5 IV-4 5 5 5 IV-6 4 5 5 IV-7 5 5 5 IV-8 5 5 5 IV-9 5 5 5 IV-11 5 5 5 IV-13 5 5 5 IV-17 5 5 5 IV-18 5 5 5 IV-19 5 5 5 IV-20 5 5 5 IV-21 5 5 5 IV-23 5 5 5 IV-24 5 5 5 IV-30 5 5 5 IV-33 5 5 5 IV-34 5 5 5 IV-39 5 5 5 IV-40 5 δ 5 IV-41 5 5 5 IV-44 5 5 5 321 320292 200920255 【表145】 化合物編號 水稗草 鴨舌草 螢藺 IV-52 5 5 5 IV-57 4 5 5 IV-62 5 5 5 IV-85 5 5 5 IV-90 5 5 5 IV-95 5 5 5 IV-100 5 5 5 IV· 101 5 5 5 IV-106 5 5 5 IV-128 5 5 5 IV-136 5 5 5 IV-150 5 5 5 IV-151 5 5 5 IV· 152 5 5 5 IV-153 5 5 5 IV-154 5 5 5 IV-155 5 5 5 IV-156 5 5 5 IV-157 5 5 5 IV-158 5 5 5 IV-159 5 5 5 IV-160 5 5 5 IV-161 5 5 5 IV-165 4 5 5 IV-166 5 5 5 IV-168 5 5 5 IV-169 4 5 5 IV-170 5 5 5 IV-173 4 5 5 IV-174 5 5 5 IV-177 5 5 5 IV-178 5 5 5 IV-179 5 5 5 IV-180 5 5 5 IV-184 5 5 5 IV-185 5 5 5 IV-186 5 5 5 IV-187 5 5 5 3¥-188 5 5 5 IV-189 5 5 5 IV-200 5 5 5 IV-201 5 5 5 IV-202 5 5 5 IV-203 5 5 5 IV-206 5 5 5 IV-208 5 5 5 IV-209 5 5 5 IV-210 5 5 5 IV-212 5 5 5 IV-213 5 5 5 IV-214 5 5 5 322 320292 200920255 【表146】 化合物編號 水稗草 鴨舌草 螢藺 IV-215 5 5 5 IV-216 5 5 5 IV-217 5 5 5 IV-218 5 5 5 IV-219 5 5 5 IV-220 5 6 5 IV-221 5 5 5 IV-222 5 5 5 IV-223 5 5 5 IV-224 5 5 5 IV-225 5 5 5 IV-226 5 5 5 IV-227 5 5 5 IV-228 5 5 5 IV-229 5 5 5 IV-230 5 5 5 IV-231 5 5 5 IV-232 5 5 5 IV-233 5 5 5 IV-234 5 5 5 IV-235 5 5 5 IV-236 5 5 5 IV-237 5 5 5 IV-238 5 5 5 IV-239 5 5 5 IV-240 5 5 5 IV-241 5 5 5 IV-242 4 5 5 IV-243 5 5 5 IV-244 5 5 5 IV-245 5 5 5 IV-247 5 5 5 IV-248 5 5 5 IV-249 5 5 5 IV-250 3 5 5 IV-251 5 5 5 IV-252 5 5 5 IV-253 5 5 5 IV-254 5 5 5 IV-255 5 5 5 IV-256 5 5 5 IV-257 5 5 5 IV-258 5 5 5 IV-259 5 5 5 IV-260 5 5 5 IV-262 4 5 5 IV-265 5 5 5 IV-266 5 5 5 IV-267 5 5 5 IV-268 5 5 5 IV-269 5 5 5 IV-270 5 5 5 IV-271 5 5 5 比較化 2 0 0 比較化潍B 0 0 0 比較化雜C 1 2 1 瞻化ι%Μ 1 4 2 323 320292 200920255 另外，表中的比較化合物 刃A 比較化合物B、比較化 合物C、及比較化合物d，分別在啡、丨由 、 別係a洲專利公開EP-283261 號所記載的化合物7 0號、化人私 化σ物34號、32號及31號。 該尊化合物的構造式係如下所示.According to (CDC13/TMS δ (卯) value is as follows.] Strand H NMR Compound No. Χ-1 : 6.77 (IH, d), 7.29-7.67 (7H, m) 〇Λβ • 06 (d. IH) Compound No. X-6 : 6.78 (IH, d), 7.21-7.62 (6H, m), 8 ^ *06 (IH, d) Compound number X-7: 6.77 (IH, d), 7.26 (2H, d), 7.45 (i^ 1 7· 55-7.63 (3H, m), 8.09 (IH, d) 3l〇320292 200920255 Compound number again -9: 2.48 (1H, s), 6.80 (1H, d), 7.17 (2H, d ), 7.39-7.45 (3H, m), 7.54 (1H, t), 8.04 (1H, d) Compound number X-12 · 1.29 (d, 6H), 3.00 (1H, in), 6.77 (1H, d) , 7.09-7.14 (2H, m), 7.40-7.46 (2H, m), 7.52-7.57 (2H, m), 8.05 (1H, d) Compound No. X-14: 6.71 (1H, d), 7.45-7.62 (4H, id), 7.78-7.89 (2H, is), 8.09 (1H, d) Compound number X-17: 3.74 (3H, s), 6,74 (1H, d), 7.14-7.24 (3H, ra ), 7.41 (1H, t), 7.51-7.58 (2H, m), 8.05 (1H, d) Compound No. X-18: 3.84 (3H, s), 6.80-6.89 (3H, m), 7.12 (1H, d), 7.43 (1H, t), 7.49-7.61 (2H, m), 8.05 (1H, d) . Compound number 乂-20: 1.43 (3H, t), 4.06 (2H, m), 6.79 (3H, i), 7.11 (1H, d), 7.40-7.58 (3H, in), 8.04 (1H, d). Compound No. X-21: 1.48 (3H, t), 4.12 (2H, q), 6.83 (1H, d), 7.10 (2H, d), 7.19 (2H, d), 7.44 (1H, t), 7.54 (1H, t), 8.04 (1H, d) Compound No. X-29: 6.75 (1H, d), 7.22-7.29 (2H, m), 7.56-7.72 (4H, in), 8.08 (1H, d) No. 43-43: 3.91 (3H, s), 6.80-6.88 (3H, η), 7.46 (1H, t), 7.55-7.64 (2H, m), 8.07 (1H, d) 311 320292 200920255 Compound No. X- 44 : 2.31 (3H, s), 3.82 (3H, s), 6.70 (3H, s), 6,76-6.85 (2H, m), 7.35-7.57 (3H, m), 8.04 (1H, d) No. X-45: 3.87 (3H, s), 3.98 (3H, s), 6.76 (1H, d), 6.85 (1H, dd), 7.07 (1H, d), 7.43 (1H, t), 7.56 (1H , t), 8.05 (1H, d) Compound No. X-46 : 3.82 (6H, s), 6.42 (2H, s), 6.64 (1H, s), 6.87 (1H, d), 7.43 (1H, t) , 7.57 (1H, t) ( 8.04 (1H, d) Compound No. X-53 : 3.85 (6H, s), 3.94 (3H, s), 6.50 (2H, s), 6.86 (1H, d), 7.45 ( 1H, t), 7.59 (1H, t), 8.05 (1H, d) Compound No. IX-6 : 1.01 (3H, t), 1.47 (2H, m)·, 1.78 (2H, m), 4.32 (2Ht in ), 7.39-7.53 (2H, in), ?.76 (1H, t), 8.03 (1H, d) Compound No. IX-9 : 0.90 (3H, t), 1.30-1.5 1 (6H, m), 1.78 (2H, in), 4.29 (2H, t), 7.40-7.47 (2H, in), 7.75 (1H, t), 8.04 (1H, d) Compound No. IX-28 : 2.28 (3H, s), 2.85 (2Ht t), 4.51 (2H, t), 7.41-7.70 (2H, m), 7.79 (1H, t), 8.12 (1H, d) Compound number IX-29: 3.09 (3H , s), 3.49 (2H, t) ( 4.77 (2H, t), 7,50-7.58 (2H, m), 7.84 (1H, t), 8.08 (1H, d) 312 320292 200920255 Compound No. IX-73 : 6.12 (2H,d), 6.74-6.76 (2H, m), 6.88 (1H, d), 7.01 (1H,d),7,43 (iH t) 7 C7 / t), 8.04 (1H, d) ' Λ '.57 (1H, Compound No. IX-75: 4.33 (4H, s), 6.74-6.89 (3H, i), 7.08 (1H, d), 7.44 (1H, t), 7.55 (1H t) « Λ〇 / d) ^ y - ° 2 (1H, further, a representative formulation example is listed to specify the formulation method. Stone compounds, additive types and blending ratios are not limited to this, and 3 疋1 is widely changed. In the following description, "parts" means "parts by weight". &lt;Formulation Example 1 &gt; Compound 1 of the hydrating agent compound No. 1 to 12, oxime polyoxyethyl octyl benzene bond 05 parts / 3 - naphthalene sulfonic acid furfural condensate sodium salt 0.5 part of Shixia. · 20 parts, 'The above is uniformly mixed and pulverized to form a hydrating agent. Further, the hydrating agent of the compound numbers τ to s was replaced with each of the compounds described in Tables 1 to 45, and a hydrating agent was obtained in the same manner. <Formulation Example 2 &gt; Compound of Oil Suspension Compound No. I to No. 13 Water Polyoxyethylene Ethyl Styrene Phenylsulfate Ethylene Glycol 20 Parts 69 Parts 4 Parts 7 parts In the above compound, the addition is equivalent to the total The amount of the 矽 320 320292 200920255 Oxygen AF-118N (made by Asahi Kasei Kogyo Co., Ltd.) was mixed by a high-crushing machine for 30 minutes, and then pulverized by a wet pulverizer to form an oil suspension. Further, an oil suspension was obtained in the same manner by using the compounds described in Tables 45 to 45, respectively, in place of the compounds of Compound Nos. I to 13. &lt;Formulation Example 3 &gt; Compound of Emulsion Compound No. I to 59 3 parts of an equal mixture of xylene and isophorone 60 parts of polyoxyethyl sorbitan alkanoate 4 parts ♦ oxygen-extended ethyl poly The alkyl aryl ether. 4 parts of the alkyl aryl phthalate 8 is uniformly dissolved in the above to form an emulsion. Further, an emulsion can be obtained in the same manner by using each of the compounds described in Tables 1 to 45 in place of the compound No. of the compound number. <Formulation seal 4 &gt; granules. 10 parts 80 parts 5 parts 2 parts 2 parts 1 part compound number 1-58 compound talc and bentonite (1 : 3) mixture white carbon polyoxyl extension ethyl sorbitan acid The ester polyoxyalkylene extended polyethyl aryl ether alkyl aryl phthalate was uniformly mixed and pulverized as described above. Add 10 water to the mixture, and smash 5, use a pick-up granulator to extrude from the diameter of 〇. 7 sieve, and after drying, cut into 〇5 to 1 mm length to form Granules. Further, granules were obtained in the same manner by using the compounds described in Tables 1 to 45, respectively, in place of the compounds of Compounds No. 320292 314 200920255, Nos. I to 58. The compounds described in the four paragraphs to the four of the four paragraphs can be produced in the same manner according to the method of the preparation of the sample. &lt;=: The test examples are given to illustrate the herbicidal activity of the compound of the present invention. The weeding effect of the soil treatment by the paddy soil test: 2:/, "filled into the paddy field, the next day, the seed of t·u 蔺 ' will be made and the water will be in the water depth of 3cm. The hydration (4) water _, and the implementation of water: drip: The application amount 'based on the active ingredient, for each == cultivation, the 21st 处理 after treatment, according to the basis of the two 圮 carried out the herbicidal effect survey. 138] IIJRJ 1 尔·^ 夕二二.f above 'weapons of less than 9〇% of weeding fruit, 荜宝^ above, less than 70% of weeding effect, D or more, less than 5% of weeding effect, Ϊ i above, less than 30% herbicidal effect, 1.1 t0 or more, less than 10% 70 / 〇 or more 'under 9 〇 的 箪 ' ', benefits 2 results as shown in Table 139 to Table 146 320292 315 200920255 [Table 139] Compound No. Sphagnum edulis 蔺 4 4 4 5 5 1-7 5 5 5 1-12 5 5 5 M3 5 5 5 1-14 4 5 5 M5 5 5 5 1-22 5 5 5 1-30 5 5 5 1-35 5 5 5 1-40 5 5 5 1-49 5 5 5 1-50 5 5 5 1-57 4 5 5 1-58 5 5 5 1-59 5 5 5 1-62 5 5 5 1-65 4 5 5 1-67 4 5 5 1-68 4 5 5 1-70 5 5 5 1-72 5 5 5 1- 82 5 5 5 1-88 5 5 5 1-90 5 5 5 1-91 5 5 5 1-92 4 5 5 1-93 5 5 5 1-94 5 5 5 1-99 5 5 5 1-102 5 4 5 1-103 5 5 5 ΙΊ07 4 5 5 1-111 5 5 5 1-112 5 5 5 1-113 5 5 5 1-120 4 5 5 1-125 4 5 5 1-126 4 5 5 1- 131 5 5 5 1-137 5 5 5 M39 5 5 5 1-144 5 5 5 1-145 5 5 5 1-148 5 5 5 1-149 5 5 4 1-156 5 5 5 1-158 5 5 5 1-159 5 5 5 1-160 5 5 5 1-163 4 5 5 316 320292 200920255 [Table 140] Compound No. Water to Grass Ducklings 1-165 5 5 5 M66 4 5 5 1-171 5 5 5 1-173 5 5 5 1-176 5 5 5 1-177 5 5 5 1-178 4 5 5 1-179 5 5 5 1-180 4 5 5 1-182 5 5 5 1-185 5 5 5 1 -189 5 5 5 1-197 5 5 5 1-199 5 5 5 1-201 5 5 5 1-202 5 5 5 1-207 4 5 5 1-209 4 5 5 1-211 4 5 5 1-212 5 5 5 1-213 4 5 5 1-220 5 5 5 1-221 5 5 5 1-223 4 5 5 1-225 5 5 4 1-227 5 5 5 1-229 4 5 5 1-230 5 5 5 1-238 5 4 5 1-263 5 5 5 1-264 4 5 5 1-265 4 5 5 1-266 5 5 5 1-267 5 5 5 1-268 5 5 5 1-269 5 5 5 1 -270 5 5 5 1-271 5 5 5 1-272 5 5 5 1-273 5 5 5 1-274 5 5 4 1-275 4 5 5 1-276 5 5 5 1-277 5 5 5 1-278 4 5 5 1-279 4 5 5 1-280 5 5 5 1-281 5 5 5 1-283 4 5 5 1-363 5 5 5 1-364 4 5 5 1- 368 4 5 5 1-371 5 5 5 1-372 5 5 5 1-373 5 5 5 1-379 5 5 5 1-380 4 5 5 317 320292 200920255 [Table 141] Compound No.蔺Π-1 5 5 5 Π-4 5 5 5 II-5 5 5 5 Π-6 5 5 5 II-7 5 5 5 Π-8 5 5 5 II-9 5 5 5 11-11 5 5 5 Π -13 5 5 5 Π-14 5 5 5 Π-15 5 5 5 H-20 5 5 5 Π-21 5 5 5 Π-23 5 5 5 11-24 5 5 5 Π-29 5 5 5 11-33 5 5 5 Π-39 5 5 5 Π-44 5 5 5 Π-51 5 5 5 11-52 5 5 5 Π-57 5 5 5 11-62 5 5 5 Π-63 5 5 5 Π-64 5 5 4 Π-68 5 5 5 Π-69 5 5 5 11-71 4 5 5 Π-74 5 5 5 Π-75 5 5 5 Π-81 5 5 5 Π-84 5 5 5 Π-90 5 5 5 Π -95 5 5 5 ΠΊ01 5 5 5 11-116 5 5 5 Π-121 4 5 5 Π-122 5 5 5 11-124 4 5 5 Π-125 5 5 5 11-129 5 5 5 II-130 5 5 5 Π-131 5 5 5 ΠΊ36 5 5 5 11-137 5 5 5 11-140 5 5 4 ΠΊ49 5 5 5 11-167 5 5 5 ΙΙΊ68 5 5 5 Π-169 5 5 5 318 320292 200920255 [Table 142] Compound number 稗草草鸭草蔺Π-1 73 5 5 5 ΠΊ74 5 5 5 11-175 4 5 5 11-177 4 5 5 11-178 4 5 5 Π-179 4 5 5 II-180 5 5 5 II· 185 4 5 5 11-186 4 5 5 Π-187 5 5 5 11-188 5 5 5 11-189 5 5 5 Π-190 5 5 5 ΠΊ93 5 5 5 IM94 4 5 5 11-195 5 5 5 11-196 4 5 5 ΠΊ97 5 5 5 11- 208 5 5 5 11-209 5 5 5 11-210 5 5 5 Π-211 5 5 5 Π-212 5 5 5 11-213 5 6 5 Π-214 5 5 5 Π-215 5 5 5 Π-216 5 5 5 Π-217 4 5 5 Π-218 4 5 5 Π-219 5 5 5 11-220 5 5 5 Π-221 4 5 5 11-222 5 5 5 Π-223 5 5 5 Π-224 4 5 5 Π-225 5 5 5 Π-226 5 5 5 Π-227 5 5 5 Π-228 5 5 5 11-229 5 5 5 Π-230 4 5 5 Π-231 5 5 5 11-232 4 5 5 Π- 233 5 5 5 11-235 4 5 5 Π-236 4 5 5 Π-237 5 5 5 11-238 5 5 5 11-239 5 5 5 319 200920255 [Table 143] Compound No. Hemerocallis 11-240 4 5 5 11-241 5 5 5 Π-242 5 5 δ 11-243 5 5 δ 11-244 5 5 5 Π-245 5 5 5 11-246 4 δ 5 Π-247 4 5 δ Π- 248 5 5 5 11-249 5 5 5 11-252 5 5 5 11-253 5 δ 5 11-254 5 5 5 11-255 5 5 5 11-256 5 5 5 Π-257 5 5 5 11-258 4 5 5 11-25 9 4 5 5 Π-260 5 5 5 Π-261 5 5 5 Π-263 5 5 5 Π-301 5 5 5 ΙΓ 303 5 5 5 H-304 5 5 5 Π-305 5 5 5 Π-306 5 5 δ ΙΠ-2 5 5 5 ΙΠ-5 5 5 5 ΠΙ-7 , 5 5 5 ΠΙ-12 5 5 5 ΠΙ-13 δ 5 5 m-i5 δ 5 5 ΙΠ-30 4 5 5 m-35 4 5 5 ΙΠ -40 5 5 5 ΙΠ-45 4 δ 5 m-59 δ 5 5 in-70 4 5 5 m-88 5 5 4 in-90 5 5 5 ΙΠ-96 5 5 5 ΠΙ-99 δ 5 5 ΠΙ-107 5 5 5 ΠΙ-108 δ 5 5 mm 5 5 5 III-117 5 5 δ m-118 5 5 5 in-120 5 5 5 in-130 5 5 5 m-139 5 5 5 m-158 5 5 5 m -173 5 5 5 in-189 5 5 5 III-201 5 5 5 320 320292 200920255 [Table 144] Compound No. Hemerocallis edulis - 202 5 5 5 ΠΙ-207 5 5 5 ΠΙ-209 5 5 5 ΙΠ-212 4 5 5 III-213 4 5 5 ΙΠ-220 5 5 5 ΠΙ-221 4 5 5 III-229 5 5 5 III-230 5 5 5 ΠΙ-231 5 5 5 ΙΠ-232 5 5 5 ΙΠ-234 5 5 5 ΠΙ-235 5 δ 5 ΠΙ-236 5 5 5 ΙΠ-237 5 5 δ ΙΠ-238 4 5 5 ΙΠ-239 4 5 5 ΙΠ-240 4 5 5 ΙΠ-241 5 5 5 ΠΙ- 242 5 5 5 ΙΠ-243 5 δ 5 ΠΙ-244 4 5 5 ΙΠ-245 4 5 5 ΙΠ-246 5 5 δ ΠΙ-247 5 5 6 IV- 1 5 5 5 IV-2 5 5 δ IV-3 5 5 5 IV-4 5 5 5 IV-6 4 5 5 IV-7 5 5 5 IV-8 5 5 5 IV-9 5 5 5 IV-11 5 5 5 IV-13 5 5 5 IV-17 5 5 5 IV-18 5 5 5 IV-19 5 5 5 IV-20 5 5 5 IV-21 5 5 5 IV-23 5 5 5 IV-24 5 5 5 IV-30 5 5 5 IV-33 5 5 5 IV-34 5 5 5 IV-39 5 5 5 IV-40 5 δ 5 IV-41 5 5 5 IV-44 5 5 5 321 320292 200920255 [Table 145] Compound No. sylvestris sylvestris sylvestris IV-52 5 5 5 IV-57 4 5 5 IV-62 5 5 5 IV-85 5 5 5 IV-90 5 5 5 IV-95 5 5 5 IV-100 5 5 5 IV· 101 5 5 5 IV-106 5 5 5 IV-128 5 5 5 IV-136 5 5 5 IV-150 5 5 5 IV-151 5 5 5 IV· 152 5 5 5 IV-153 5 5 5 IV -154 5 5 5 IV-155 5 5 5 IV-156 5 5 5 IV-157 5 5 5 IV-158 5 5 5 IV-159 5 5 5 IV-160 5 5 5 IV-161 5 5 5 IV-165 4 5 5 IV-166 5 5 5 IV-168 5 5 5 IV-169 4 5 5 IV-170 5 5 5 IV-173 4 5 5 IV-174 5 5 5 IV-177 5 5 5 IV-178 5 5 5 IV-179 5 5 5 IV-180 5 5 5 IV-184 5 5 5 IV-185 5 5 5 IV-186 5 5 5 IV-187 5 5 5 3¥-188 5 5 5 IV-189 5 5 5 IV-200 5 5 5 IV-201 5 5 5 IV-202 5 5 5 IV-203 5 5 5 IV-20 6 5 5 5 IV-208 5 5 5 IV-209 5 5 5 IV-210 5 5 5 IV-212 5 5 5 IV-213 5 5 5 IV-214 5 5 5 322 320292 200920255 [Table 146] Compound No. Water稗草草草蔺IV-215 5 5 5 IV-216 5 5 5 IV-217 5 5 5 IV-218 5 5 5 IV-219 5 5 5 IV-220 5 6 5 IV-221 5 5 5 IV -222 5 5 5 IV-223 5 5 5 IV-224 5 5 5 IV-225 5 5 5 IV-226 5 5 5 IV-227 5 5 5 IV-228 5 5 5 IV-229 5 5 5 IV-230 5 5 5 IV-231 5 5 5 IV-232 5 5 5 IV-233 5 5 5 IV-234 5 5 5 IV-235 5 5 5 IV-236 5 5 5 IV-237 5 5 5 IV-238 5 5 5 IV-239 5 5 5 IV-240 5 5 5 IV-241 5 5 5 IV-242 4 5 5 IV-243 5 5 5 IV-244 5 5 5 IV-245 5 5 5 IV-247 5 5 5 IV -248 5 5 5 IV-249 5 5 5 IV-250 3 5 5 IV-251 5 5 5 IV-252 5 5 5 IV-253 5 5 5 IV-254 5 5 5 IV-255 5 5 5 IV-256 5 5 5 IV-257 5 5 5 IV-258 5 5 5 IV-259 5 5 5 IV-260 5 5 5 IV-262 4 5 5 IV-265 5 5 5 IV-266 5 5 5 IV-267 5 5 5 IV-268 5 5 5 IV-269 5 5 5 IV-270 5 5 5 IV-271 5 5 5 Comparison 2 0 0 Comparison 潍B 0 0 0 Comparison CC 1 2 1 显化 ι%Μ 1 4 2 323 320292 200920255 In addition, the comparative compound edge A in the table compares the compound B, the comparative compound C, and the comparative compound d, respectively, in the compound No. 70, described in the patent of EP-283261, Private stagnation of No. 34, No. 32 and No. 31. The structural formula of this respect compound is as follows.

[化 35] 0 0[化35] 0 0

比較化合物ΒComparative compound

〈試驗例2&gt;藉由旱地土壤處理施行的除草效果試驗 在塑膠盆中填充人旱田土.壤，並播種入冬蔡 子、青兔的種子，且覆土。將根據製劑例1所調製之水合 劑用水稀釋，用小型喷霧器，以使每1公頃的有效成分: i〇〇〇g且每i公頃喷灑量A 1000升之方式，將其均勾散佈 於土壤表面。然後’在溫室内施行育成，於處理後的第η 日，依照下们38戶斤記載的基準進行除草效果。 如下表147至表154所示。 一 、、°果 320292 324 200920255 【表147】 化合物編號 冬葵子 青莧 1-2 5 5 1-5 5 5 1-7 5 5 1-12 5 5 1-13 5 5 1-14 5 5 1-15 5 5 1-18 5 5 1-21 5 5 1-30 5 5 1-40 5 5 1-49 5 5 1-50 5 5 1-57 4 5 1-58 5 5 1-59 5 5 1-62 5 5 1-65 5 5 1-68 5 5 1-70 5 5 1-71 5 5 1-72 5 5 1-80 5 5 1-82 5 5 1-88 5 5 1-90 5 5 1-93 4 5 1-94 5 4 1-99 5 5 1-102 5 5 1.103 5 5 1-107 5 5 1-131 5 5 1-139 5 5 1-144 5 5 1-145 5 5 1-148 5 5 1-149 5 5 1-156 5 5 1-158 5 5 1-159 5 5 1-160 5 5 1*163 5 5 1-165 5 5 1-171 5 5 1-173 5 5 1-176 5 5 1-177 5 5 1-178 5 5 1-179 5 5 325 320292 200920255 【表148】 化合物編號 冬葵子 青筧 1-180 5 5 1-182 5 5 1-185 5 5 1-189 5 5 1-195 5 5 1-197 5 5 1-199 5 5 1-201 4 5 1-202 4 5 1-207 5 5 1-209 4 5 1-211 5 5 1-212 5 5 1-213 5 5 1-220 5 5 1-221 5 5 1-223 5 5 1-225 5 5 P227 5 5 1-229 5 5 1-230 4 5 1-238 5 4 1-256 5 5 1-263 5 5 1-264 4 5 1-265 4 5 1-266 δ 5 1-267 5 5 1-268 5 5 1-269 5 5 1-270 5 5 1-271 5 5 1-272 5 5 1-273 5 5 1-275 4 5 1-277 4 5 1-278 5 5 1-279 5 5 1-281 5 5 1-283 5 5 1-363 5 5 1-364 5 5 1-368 5 5 1-371 5 5 1-372 5 5 1-373 5 5 1-379 5 5 1-380 5 5 Π-1 5 5 II-4 4 5 Π-5 5 5 Π-6 5 5 Π-7 5 5 Π-8 5 5 Π-9 5 4 11-11 5 5 326 320292 200920255 【表149】 化合物編號 冬葵子 青莧 ΠΊ3 5 5 ΙΙΊ4 5 5 ΠΊ5 5 5 11-20 5 5 Π-21 5 5 Π-23 5 5 Π-24 5 5 Π-29 4 5 11-33 4 5 Π-39 5 5 Π-44 5 5 11-52 5 5 11-57 5 5 Π-62 5 5 11-63 5 5 Π-64 4 5 11-68 5 5 Π-69 4 5 11-75 4 5 11-81 5 5 Π.90 5 5 Π-95 δ 5 Π-101 5 5 Π-122 5 5 Π-125 5 5 Π-129 5 5 Π-130 5 5 Π-131 5 5 Π-136 5 5 Π-137 5 5 Π-146 4 5 ΠΊ49 4 5 Π-167 5 5 Π-168 5 5 ΠΊ73 4 5 Π-174 4 5 Π-180 4 5 Π-185 5 5 Π186 5 5 ΠΊ88 5 5 Π-189 5 5 11-190 5 4 Π-193 5 5 Π-194 4 5 Π-196 4 5 Π-208 5 5 Π-211 5 5 Π-212 5 5 Π-213 5 5 327 320292 200920255 【表150】 化合物編嬈 冬葵子 青貧 Π-215 5 5 Π-216 4 5 Π-217 5 5 11-218 5 5 11-219 5 5 11-220 5 5 11-221 4 5 11-222 5 5 Π.223 4 5 Π-224 δ 5 11-225 5 5 11-226 5 5 11-227 5 5 Π-228 δ 5 11-229 4 5 Π-230 4 5 Π-231 4 5 11-232 4 5 Π-233 5 5 11-234 δ 5 11-235 4 5 Π-236 4 5 11-237 5 5 Π-238 5 5 11-239 5 5 11-240 5 5 Π-241 δ δ 11-242 4 5 Π-243 5 5 Π-244 5 5 11-245 5 5 Π-247 5 5 Π-249 5 5 11-250 5 5 Π-252 5 5 Π-254 4 5 Π-259 δ 5 Π-260 5 5 Π-261 4 5 Π-262 4 5 Π-263 4 5 Π-301 5 5 11-302 4 5 Π-303 5 5 Π-304 5 5 Π-305 5 5 Π-306 5 5 m-2 5 5 m-5 5 4 ΙΠ-7 5 5 ΙΠ-12 4 5 ΙΠ-13 5 5 ΠΙ-15 5 5 ΙΙΙ-30 5 5 328 320292 200920255 【表151】 化合物編號 冬葵子 青莧 ΠΙ-35 5 5 ΠΙ-40 5 5 ΙΠ-45 4 5 ΙΠ-59 5 5 ΠΙ-70 5 5 ΠΙ-88 5 5 ΙΠ-90 5 5 ΙΠ-96 5 5 III-99 5 5 ΙΠ-107 4 5 ΠΙ-108 5 5 ΠΙ-111 5 5 III-117 5 5 III-118 5 5 m-i2〇 4 5 m-130 5 5 in-139 5 5 ΠΙ-158 5 5 in-173 5 5 ΠΙ-189 5 5 ΠΙ-201 5 5 ΠΙ-202 5 5 ΠΙ-207 5 5 ΙΠ-209 5 5 ΠΙ-212 4 5 ΙΠ-213 5 5 ΠΙ-220 5 4 ΠΙ-221 4 5 ΠΙ-229 5 5 ΠΙ-231 5 δ ΠΙ-232 5 5 ΙΠ-233 5 5 ΙΠ-234 5 5 ΙΠ-236 5 5 ΠΙ-237 5 5 ΠΡ238 5 5 ΙΠ-239 5 5 ΙΠ-240 5 5 ΙΠ-242 4 δ ΠΙ-243 5 5 ΠΙ-244 5 δ ΙΠ-245 5 5 ΠΡ246 4 5 ΠΙ-247 4 5 rv-i 5 5 IV-2 5 5 IV-3 5 5 IV-4 5 5 329 320292 200920255 【表152】 化合物編號 冬葵子 青莧 IV-6 5 5 IV-7 5 5 IV-8 5 5 IV-9 5 5 IV-11 5 5 IV-13 5 5 IV. 17 5 5 IV-18 5 5 IV-19 5 5 IV-20 5 5 IV-21 5 5 IV-23 5 δ IV-24 5 5 IV-30 4 5 IV-33 5 5 IV-34 5 5 IV-39 5 5 IV-40 5 5 IV-41 5 5 IV-44 5 5 IV-52 5 4 IV-57 5 5 IV-62 5 δ IV-85 5 5 IV-90 5 5 IV-95 5 δ IV-100 5 5 IV-101 5 5 IV. 106 5 5 IV-128 5 5 Γν-136 5 δ IV· 150 5 5 IV-151 5 5 IV-152 5 5 IV-153 5 5 IV-154 5 5 IV-155 5 5 IV-156 5 5 IV· 157 5 5 IV-158 5 5 IV· 159 5 5 IV-160 5 5 IV-161 5 5 IV-165 5 5 IV* 166 5 5 Γν-168 5 5 IV-169 5 5 IV-170 5 5 330 320292 200920255 【表153】 化合物編號 冬葵子 青莧 IV-173 5 5 IV-177 5 5 IV-178 5 5 IV-179 5 5 IV-180 4 5 IV-184 5 5 IV· 186 5 5 IV-187 5 5 IV-188 5 5 IV-189 5 4 IV-200 5 5 IV-201 5 5 IV-202 5 5 IV-203 5 5 IV-206 5 5 IV-208 5 5 IV-209 5 5 IV-210 5 5 IV-212 5 5 IV-213 5 5 IV-214 5 5 IV-215 5 5 IV-216 5 5 IV-217 5 5 IV-218 5 5 IV-219 5 5 IV-220 5 5 IV-221 5 5 IV-222 5 5 IV-223 5 5 IV-224 5 5 IV-225 5 5 IV-226 5 5 IV-227 5 5 IV-228 5 5 IV-229 5 5 IV-230 5 5 IV-231 5 5 TV-232 5 5 IV-233 5 5 IV-234 5 5 IV-235 5 5 IV-236 5 5 IV-237 5 5 IV-238 5 5 IV-239 4 5 IV-240 5 5 IV-241 4 5 IV-242 5 5 IV-243 5 5 331 320292 200920255 【表154】 化合物编號 冬葵子 青莧 IV-244 5 5 IY-245 5 5 IV-247 5 5 IV-248 5 5 IV-249 4 5 IV-250 4 5 IV-251 4 5 IV-252 5 5 IV-253 5 5 IV-254 5 5 IV-255 5 5 IV-256 5 5 IV-257 5 5 IV-258 5 5 IV-259 5 5 IV-260 5 5 IV-262 5 5 IV-266 5 5 IV-267 5 5 IV-268 5 5 IY-269 5 5 IV-271 4 5 比靴飾A 1 0 比較化 2 2 比較化挪。 0 3 比靴 0 3 另外，表中的比較化合物A、比較化合物B、比較化 合物C、及比較化合物D，分別係歐洲專利公開EP-283261 號所記載的化合物70號、化合物34號、32號及31號。 另外，表中的比較化合物A及比較化合物B，分別係歐洲 專利公開EP-283261號所記載的化合物70號及化合物34 號。 &lt;試驗例3 &gt;藉由旱地莖葉處理的除草效果試驗 在80cm2塑膠盆中填充旱田土壤，播種入稗草、冬葵 子、青莧的種子，在溫室内施行2週的育成後，將根據製 332 320292 200920255 劑例1所§周製之水合劑用水蘇雜 —瓜稀釋，用小型喷霧器，以使每 1公頃的有效成分為1000 g且母1公頃噴灑量為1000升之 ’’仗植物體上方對全體施行莖葉散佈處理。缺後，在 育成，於處理後的第14曰，依照下表138所瓜 =基準進行料絲财。結果如下表155至表162戶斤 320292 333 200920255 【表155】 化合物編號 稗草 冬蓉子 青莧 1-2 4 5 5 1-5 4 5 5 1-7 4 5 5 1-12 4 5 5 1-13 5 5 5 1-14 4 5 5 1-15 5 5 5 1-21 5 5 5 1-22 4 5 5 1-30 4 5 5 1-35 4 5 5 1-40 5 5 5 1-49 4 5 5 1-50 4 5 5 1-58 5 5 5 1-59 5 5 5 1-62 5 5 5 1-65 4 5 5 1-67 4 5 5 1-68 4 5 5 1-70 5 5 5 1-71 5 5 5 1-72 5 5 5 1-82 4 5 5 1-88 5 5 5 1-90 5 5 5 1-91 5 5 5 1-92 5 5 5 1-93 5 5 5 1-94 5 5 5 1-99 5 5 5 1-100 5 4 5 M02 5 5 5 1-103 5 5 5 1-107 4 5 5 1-111 5 5 5 M12 4 5 5 1-131 5 5 5 1-136 4 5 5 1-137 4 5 5 1-139 4 5 5 1-144 5 5 5 1-145 5 5 5 1-148 5 5 5 1-149 5 5 5 1-156 5 5 5 1-158 5 5 5 1-159 4 5 5 1-160 5 5 5 1-163 4 5 5 334 320292 200920255 【表156】 化合物编號 稗草 冬葵子 青莧 M71 5 5 5 1-173 5 5 5 1-176 5 5 5 1-177 5 5 5 1-179 5 5 5 M80 4 5 5 1-182 5 5 5 1-185 5 5 5 1-189 4 5 5 1-195 5 5 5 1-197 5 5 5 1-199 5 5 5 1-201 5 4 5 1-202 4 5 5 1-207 5 5 5 1-211 5 5 5 1-212 5 4 5 1-213 5 5 5 1-220 5 5 5 1-221 4 5 5 1-225 4 5 5 1-227 4 5 5 1-229 4 5 5 1-230 5 5 5 1-243 5 5 5 1-247 4 5 5 1-263 5 5 5 1-266 5 5 5 1-267 5 5 5 1-268 5 5 5 1-269 5 5 5 1-270 5 5 5 1-271 5 5 5 1-272 5 5 5 1-275 5 4 5 1-277 5 5 5 1-281 5 5 5 1-283 4 5 5 1-364 5 5 5 1-371 5 5 5 1-372 4 5 5 1-373 5 5 5 1-380 4 5 5 Π-1 5 5 5 Π-4 4 5 5 Π-5 5 5 5 Π-6 5 5 5 Π-7 5 5 5 Π-8 5 5 5 II-9 5 5 5 ΙΙΊ1 5 5 5 Π-13 5 5 5 335 320292 200920255 【表157】 化合物編號； 稗草 冬葵子 青莧 IM4 5 4 5 11-15 5 5 5 11-20 5 5 5 11-21 5 5 5 11-23 5 5 5 Π-24 5 4 5 11-33 5 5 5 Π-39 5 5 5 II-44 5 5 5 II-51 4 5 5 Π-52 5 5 5 Π-57 5 5 5 11-62 4 5 5 11-63 5 4 5 11-64 5 5 5 Π-68 5 5 5 11-69 5 5 5 Π-71 4 5 5 Π-74 3 4 4 Π-75 5 4 5 Π-84 4 4 5 Π-90 5 5 5 11-95 5 5 5 Π-101 5 5 5 11-116 4 4 5 II· 121 4 4 4 Π-122 5 4 5 Π-124 5 4 5 Π-125 5 5 5 Π-129 5 5 5 Π-130 5 5 5 Π-131 5 5 5 11-136 5 5 5 IM37 5 5 5 IM49 5 5 5 II-167 5 5 5 Π-168 4 5 5 II-173 4 5 5 11-178 5 5 5 Π-185 4 5 5 ΙΪΊ88 4 5 5 Π-189 5 5 5 11-190 4 5 5 Π-196 5 5 5 ΠΊ97 5 4 5 11-208 4 5 5 Π-210 4 5 5 Π-211 5 5 5 336 320292 200920255 【表158】 化合物編號 稗草 冬葵子 青莧 Π-212 5 5 5 Π-213 4 5 5 Π-214 5 5 5 Π-215 5 5 5 Π-217 4 5 5 Π-218 4 5 5 Π-219 5 5 5 Π-220 5 5 5 Π-221 5 5 5 Π-222 5 5 5 Π-223 5 5 5 Π-224 5 5 5 Π-225 5 5 5 Π-226 5 5 5 Π-227 5 4 5 Π-228 5 5 5 Π-231 5 5 5 Π-233 5 5 5 Π-234 4 5 5 Π-237 5 5 5 Π-238 5 5 5 11-239 4 5 5 Π-241 5 5 5 Π-242 5 4 5 Π-243 5 5 5 Π-244 5 5 5 Π-249 5 5 5 Π-252 5 5 5 Π-254 5 4 5 Π-255 5 4 5 Π-256 •5 4 5 Π&gt;257 5 4 5 Π-260 5 5 5 Π-261 5 5 5 Π-263 5 4 5 Π-303 5 5 5 Π-304 4 5 5 Π-305 5 5 5 m-2 5 5 5 m-5 5 5 5 m-7 4 5 δ 瓜-12 4 5 5 m-i3 4 5 5 ΠΙ-15 5 5 δ m-3〇 4 5 5 m-35 4 5 5 m-4〇 4 5 5 m-45 5 5 5 ΙΠ-59 5 5 5 ΠΙ-88 5 5 5 337 320292 200920255 【表159】 化合物編號 稗箪 冬葵子 青莧 ΙΠ·90 5 5 5 ΙΠ-96 5 5 δ ΠΙ-99 4 5 5 ΠΙ-107 4 5 5 III-108 5 5 5 πι-m 5 5 5 m-117 5 5 5 ΙΙΙ-118 5 5 5 m-i2〇 5 5 5 ΠΙ-130 5 5 5 ΙΠ-139 4 5 5 ΙΙΙ-158 5 5 5 m-173 5 5 5 ΙΠ-189 5 5 5 ΠΙ-201 5 5 5 ΠΙ-202 5 5 5 ΠΙ-207 5 5 5 ΙΠ-209 5 5 5 ΠΙ-212 5 5 5 ΙΠ-213 4 5 5 ΠΙ-221 4 5 5 ΙΠ-229 5 5 5 ΠΙ-230 5 5 5 ΙΠ-231 5 5 5 ΙΠ-232 5 5 5 ΠΙ-234 5 5 5 ΠΙ-235 5 5 5 ΙΠ-236 4 5 5 ΙΠ-237 5 5 5 ΙΙΙ-238 5 5 5 ΠΙ-239 4 5 5 ΙΠ-240 4 δ 5 ΙΙΙ-241 4 5 5 ΙΠ-242 5 5 5 ΠΙ-243 5 5 5 ΙΙΙ-246 5 5 5 ΠΙ-247 5 5 5 IV-1 5 5 5 IV-2 5 5 5 IV-3 5 5 5 IV-4 5 5 5 IV-6 4 5 5 IV-7 5 5 5 IV-8 5 5 5 IV-9 5 5 5 IV-11 5 5 5 IV-13 5 5 5 338 320292 200920255 【表160】 化合物編號 稗箪 冬葵子 青莧 IV-17 5 5 5 IV-18 5 5 5 IV-19 5 5 5 IV-20 5 5 5 IV-21 5 5 5 IV-23 5 4 5 IV-24 5 4 5 IV-30 5 4 5 IV-33 5 5 5 IV-34 5 5 5 IV-39 5 5 5 IV-40 5 5 5 IV-41 5 5 5 IV-44 5 5 5 IV-52 5 5 5 IV-57 4 5 5 IV-62 5 5 5 IV-85 5 5 5 IV-90 5 5 5 IV-95 5 5 5 IV-100 5 5 5 IV-101 5 5 5 IV-106 5 5 5 IV-128 5 5 5 IV-136 5 5 5 IV-150 5 5 5 IV-151 5 5 5 rv-i52 5 5 5 IV-153 4 5 5 rv-154 5 5 5 IV-155 5 5 5 IV-156 5 5 5 IV· 157 4 5 5 IV-158 5 5 5 rv-i6〇 5 5 5 IV-161 5 5 5 IV-165 5 5 5 TV-166 5 5 5 IV-168 5 5 δ IV-169 5 5 5 IV-173 5 5 5 IV-174 4 5 5 IV-177 4 5 5 IV-178 5 5 5 IV-179 5 4 5 IV-180 5 5 5 IV-184 5 5 5 339 320292 200920255 【表161】 化合物編號 稗草 冬葵子 青莧 IV-185 5 4 5 IV-186 5 5 5 IV-187 5 5 5 IV，188 5 δ 5 IV-189 5 5 5 IV-200 6 5 5 IV-201 5 5 5 IV-202 5 δ 5 IV-203 5 5 5 IV-206 5 5 5 IV-208 5 4 5 IV-209 5 5 5 IV-210 5 5 5 IV-212 5 5 5 IV-213 5 5 5 IV-214 5 5 5 IV-215 5 5 5 IV-216 5 5 5 IV-217 5 5 5 IV-218 5 5 5 IV-219 5 5 5 IV-220 5 5 5 IV-221 5 5 5 ΐν-222 5 5 5 IV-223 5 5 5 IV-224 5 5 5 IV-225 5 5 5 IV-226 5 5 5 IV-227 5 5 5 IV-228 5 5 5 IV-229 5 5 5 IV-230 5 5 5 IY-231 5 5 5 IV-232 5 5 5 IV-233 5 5 5 IV-234 5 5 5 IV-235 5 5 5 IV-236 5 5 5 IV-237 5 5 5 IV-238 5 5 5 IV-239 5 5 5 IV-240 5 5 5 IV-241 5 4 5 IV-242 5 5 5 IV-243 5 5 5 IV-244 5 5 5 IV-245 5 5 5 IV-247 5 5 5 IV-248 5 5 5 340 320292 200920255 【表162】 化合物編號 稗草 冬葵子 青莧 IV-251 5 4 5 IV-252 5 5 5 IV-253 5 5 5 IV-254 5 5 5 IV-256 5 5 5 IV-256 5 5 5 IV-257 4 5 5 IV-258 5 5 5 IV-259 5 5 5 IV-260 4 5 5 IV-262 4 5 5 IV-266 5 5 5 IV-267 4 5 5 IV-268 5 5 5 IV-269 5 5 5 IV-271 5 5 5 0 2 1 比較化合物B 0 5 1 比較化娜C 0 4 0 比較化^ID 0 4 1 另外，表中的比較化合物A、比較化合物B、比較化 合物C、及比較化合物D，分別係歐洲專利公開EP483261 號所記載的化合物70號、化合物34號、32號及31號。 由以上的結果得知，本發明化合物將具有優越的除草 活性。 \ 產業上之可利用性 本發明提供具有優越除草活性的新穎化合物，其可用 於農藥領域、農業領域，具有產業上可利用性。 【圖式簡單說明】 無 【主要元件符號說明】 益 341 320292<Test Example 2> The herbicidal effect test carried out by dry soil treatment was carried out in a plastic pot filled with soil and soil, and seeds were planted into winter seeds and green rabbits, and covered with soil. The hydrating agent prepared according to Formulation Example 1 was diluted with water, and a small sprayer was used to make the active ingredient per hectare: i〇〇〇g and spray amount A 1000 liter per hectare. Scattered on the surface of the soil. Then, the cultivation was carried out in a greenhouse, and on the ηth day after the treatment, the herbicidal effect was carried out in accordance with the criteria recorded by 38 jin. Table 147 to Table 154 are as follows. I., ° fruit 320292 324 200920255 [Table 147] Compound number winter sunflower 苋 苋 1-5 5 5 1-5 5 5 1-7 5 5 1-12 5 5 1-13 5 5 1-14 5 5 1 -15 5 5 1-18 5 5 1-21 5 5 1-30 5 5 1-40 5 5 1-49 5 5 1-50 5 5 1-57 4 5 1-58 5 5 1-59 5 5 1 -62 5 5 1-65 5 5 1-68 5 5 1-70 5 5 1-71 5 5 1-72 5 5 1-80 5 5 1-82 5 5 1-88 5 5 1-90 5 5 1 -93 4 5 1-94 5 4 1-99 5 5 1-102 5 5 1.103 5 5 1-107 5 5 1-131 5 5 1-139 5 5 1-144 5 5 1-145 5 5 1-148 5 5 1-149 5 5 1-156 5 5 1-158 5 5 1-159 5 5 1-160 5 5 1*163 5 5 1-165 5 5 1-171 5 5 1-173 5 5 1-176 5 5 1-177 5 5 1-178 5 5 1-179 5 5 325 320292 200920255 [Table 148] Compound No. Mallow Seed Barley 1-180 5 5 1-182 5 5 1-185 5 5 1-189 5 5 1-195 5 5 1-197 5 5 1-199 5 5 1-201 4 5 1-202 4 5 1-207 5 5 1-209 4 5 1-211 5 5 1-212 5 5 1-213 5 5 1-220 5 5 1-221 5 5 1-223 5 5 1-225 5 5 P227 5 5 1-229 5 5 1-230 4 5 1-238 5 4 1-256 5 5 1-263 5 5 1 -264 4 5 1-265 4 5 1-266 δ 5 1-267 5 5 1-268 5 5 1-269 5 5 1 -270 5 5 1-271 5 5 1-272 5 5 1-273 5 5 1-275 4 5 1-277 4 5 1-278 5 5 1-279 5 5 1-281 5 5 1-283 5 5 1 -363 5 5 1-364 5 5 1-368 5 5 1-371 5 5 1-372 5 5 1-373 5 5 1-379 5 5 1-380 5 5 Π-1 5 5 II-4 4 5 Π -5 5 5 Π-6 5 5 Π-7 5 5 Π-8 5 5 Π-9 5 4 11-11 5 5 326 320292 200920255 [Table 149] Compound No. Mallow Seeds 苋ΠΊ 3 5 5 ΙΙΊ 4 5 5 ΠΊ 5 5 5 11-20 5 5 Π-21 5 5 Π-23 5 5 Π-24 5 5 Π-29 4 5 11-33 4 5 Π-39 5 5 Π-44 5 5 11-52 5 5 11-57 5 5 Π-62 5 5 11-63 5 5 Π-64 4 5 11-68 5 5 Π-69 4 5 11-75 4 5 11-81 5 5 Π.90 5 5 Π-95 δ 5 Π-101 5 5 Π-122 5 5 Π-125 5 5 Π-129 5 5 Π-130 5 5 Π-131 5 5 Π-136 5 5 Π-137 5 5 Π-146 4 5 ΠΊ49 4 5 Π-167 5 5 Π-168 5 5 ΠΊ73 4 5 Π-174 4 5 Π-180 4 5 Π-185 5 5 Π186 5 5 ΠΊ88 5 5 Π-189 5 5 11-190 5 4 Π-193 5 5 Π-194 4 5 Π -196 4 5 Π-208 5 5 Π-211 5 5 Π-212 5 5 Π-213 5 5 327 320292 200920255 [Table 150] Compound 娆 娆 娆 215 -215 5 5 Π-216 4 5 Π-217 5 5 11-218 5 5 11-219 5 5 11-220 5 5 11-221 4 5 11-222 5 5 Π.223 4 5 Π-224 δ 5 11-225 5 5 11-226 5 5 11-227 5 5 Π-228 δ 5 11-229 4 5 Π-230 4 5 Π-231 4 5 11-232 4 5 Π-233 5 5 11-234 δ 5 11-235 4 5 Π-236 4 5 11-237 5 5 Π-238 5 5 11-239 5 5 11-240 5 5 Π-241 δ δ 11-242 4 5 Π-243 5 5 Π-244 5 5 11-245 5 5 Π-247 5 5 Π-249 5 5 11-250 5 5 Π-252 5 5 Π-254 4 5 Π-259 δ 5 Π-260 5 5 Π-261 4 5 Π-262 4 5 Π-263 4 5 Π-301 5 5 11-302 4 5 Π-303 5 5 Π-304 5 5 Π-305 5 5 Π-306 5 5 m-2 5 5 m-5 5 4 ΙΠ-7 5 5 ΙΠ-12 4 5 ΙΠ-13 5 5 ΠΙ-15 5 5 ΙΙΙ-30 5 5 328 320292 200920255 [Table 151] Compound number holly biloba 35 -35 5 5 ΠΙ-40 5 5 ΙΠ-45 4 5 ΙΠ-59 5 5 ΠΙ-70 5 5 ΠΙ-88 5 5 ΙΠ-90 5 5 ΙΠ-96 5 5 III-99 5 5 ΙΠ-107 4 5 ΠΙ-108 5 5 ΠΙ-111 5 5 III-117 5 5 III-118 5 5 m-i2〇4 5 m-130 5 5 in-139 5 5 ΠΙ-158 5 5 in-173 5 5 ΠΙ-189 5 5 ΠΙ-201 5 5 ΠΙ-202 5 5 ΠΙ-207 5 5 ΙΠ-209 5 5 ΠΙ-212 4 5 ΙΠ-213 5 5 ΠΙ-220 5 4 ΠΙ-221 4 5 ΠΙ-229 5 5 ΠΙ-231 5 δ ΠΙ-232 5 5 ΙΠ-233 5 5 ΙΠ-234 5 5 ΙΠ-236 5 5 ΠΙ-237 5 5 ΠΡ238 5 5 ΙΠ-239 5 5 ΙΠ-240 5 5 ΙΠ-242 4 δ ΠΙ-243 5 5 ΠΙ-244 5 δ ΙΠ-245 5 5 ΠΡ246 4 5 ΠΙ-247 4 5 rv-i 5 5 IV-2 5 5 IV-3 5 5 IV-4 5 5 329 320292 200920255 [Table 152] Compound No. Winter Sunflower Seeds IV-6 5 5 IV-7 5 5 IV-8 5 5 IV-9 5 5 IV-11 5 5 IV-13 5 5 IV. 17 5 5 IV-18 5 5 IV-19 5 5 IV-20 5 5 IV-21 5 5 IV-23 5 δ IV-24 5 5 IV-30 4 5 IV-33 5 5 IV-34 5 5 IV-39 5 5 IV-40 5 5 IV-41 5 5 IV-44 5 5 IV-52 5 4 IV-57 5 5 IV-62 5 δ IV-85 5 5 IV-90 5 5 IV-95 5 δ IV-100 5 5 IV-101 5 5 IV. 106 5 5 IV-128 5 5 Γν-136 5 δ IV· 150 5 5 IV-151 5 5 IV-152 5 5 IV-153 5 5 IV-154 5 5 IV-155 5 5 IV-156 5 5 IV· 157 5 5 IV-158 5 5 IV· 159 5 5 IV-160 5 5 IV-161 5 5 IV-165 5 5 IV* 166 5 5 Γν-168 5 5 IV-169 5 5 IV-170 5 5 330 320292 200920255 [Table 153] Compound number holly berry IV-173 5 5 IV-177 5 5 IV-178 5 5 IV-179 5 5 IV-180 4 5 IV-184 5 5 IV· 186 5 5 IV-187 5 5 IV-188 5 5 IV-189 5 4 IV-200 5 5 IV-201 5 5 IV-202 5 5 IV-203 5 5 IV-206 5 5 IV-208 5 5 IV-209 5 5 IV-210 5 5 IV-212 5 5 IV-213 5 5 IV-214 5 5 IV-215 5 5 IV-216 5 5 IV-217 5 5 IV-218 5 5 IV-219 5 5 IV-220 5 5 IV-221 5 5 IV-222 5 5 IV-223 5 5 IV-224 5 5 IV-225 5 5 IV-226 5 5 IV-227 5 5 IV-228 5 5 IV-229 5 5 IV-230 5 5 IV-231 5 5 TV-232 5 5 IV-233 5 5 IV-234 5 5 IV-235 5 5 IV-236 5 5 IV-237 5 5 IV-238 5 5 IV-239 4 5 IV-240 5 5 IV-241 4 5 IV-242 5 5 IV-243 5 5 331 320292 200920255 [Table 154] Compound number holly biloba biloba IV-244 5 5 IY-245 5 5 IV-247 5 5 IV-248 5 5 IV-249 4 5 IV-250 4 5 IV-251 4 5 IV-252 5 5 IV-253 5 5 IV-254 5 5 IV-255 5 5 IV-256 5 5 IV-257 5 5 IV-258 5 5 IV-259 5 5 IV-260 5 5 IV-262 5 5 IV-266 5 5 IV-267 5 5 IV-268 5 5 IY-269 5 5 IV-271 4 5 Than Boots A 1 0 Comparison 2 2 The more of Norway. 0 3 than the boot 0 3 In addition, the comparative compound A, the comparative compound B, the comparative compound C, and the comparative compound D in the table are respectively the compound No. 70, the compound No. 34, and the No. 32 described in European Patent Publication No. EP-283261. And 31. Further, the comparative compound A and the comparative compound B in the table are respectively the compound No. 70 and the compound No. 34 described in European Patent Publication No. EP-283261. &lt;Test Example 3 &gt; The herbicidal effect test by dryland stem and leaf treatment was carried out in 80 cm2 plastic pots filled with dry soil, seeded into seeds of alfalfa, winter sunflower seeds, and green sorghum, and after 2 weeks of cultivation in a greenhouse, The hydrating agent prepared according to the method of 332 320292 200920255 Pharmacy 1 is diluted with succulent succulent and melon, using a small sprayer so that the active ingredient per 1 hectare is 1000 g and the spray amount of the mother 1 hectare is 1000 liters. ''The top of the plant body is applied to the whole stem and leaf. After the deficiency, in the breeding, after the treatment of the 14th, according to the following table 138 melon = benchmark for the silk. The results are shown in the following Table 155 to Table 162 households 320292 333 200920255 [Table 155] Compound No. 稗草冬蓉子青苋1-2 4 5 5 1-5 4 5 5 1-7 4 5 5 1-12 4 5 5 1- 13 5 5 5 1-14 4 5 5 1-15 5 5 5 1-21 5 5 5 1-22 4 5 5 1-30 4 5 5 1-35 4 5 5 1-40 5 5 5 1-49 4 5 5 1-50 4 5 5 1-58 5 5 5 1-59 5 5 5 1-62 5 5 5 1-65 4 5 5 1-67 4 5 5 1-68 4 5 5 1-70 5 5 5 1-71 5 5 5 1-72 5 5 5 1-82 4 5 5 1-88 5 5 5 1-90 5 5 5 1-91 5 5 5 1-92 5 5 5 1-93 5 5 5 1- 94 5 5 5 1-99 5 5 5 1-100 5 4 5 M02 5 5 5 1-103 5 5 5 1-107 4 5 5 1-111 5 5 5 M12 4 5 5 1-131 5 5 5 1- 136 4 5 5 1-137 4 5 5 1-139 4 5 5 1-144 5 5 5 1-145 5 5 5 1-148 5 5 5 1-149 5 5 5 1-156 5 5 5 1-158 5 5 5 1-159 4 5 5 1-160 5 5 5 1-163 4 5 5 334 320292 200920255 [Table 156] Compound number 稗草冬葵子青苋 M71 5 5 5 1-173 5 5 5 1-176 5 5 5 1-177 5 5 5 1-179 5 5 5 M80 4 5 5 1-182 5 5 5 1-185 5 5 5 1-189 4 5 5 1-195 5 5 5 1-197 5 5 5 1 -199 5 5 5 1-201 5 4 5 1-202 4 5 5 1-207 5 5 5 1-211 5 5 5 1 -212 5 4 5 1-213 5 5 5 1-220 5 5 5 1-221 4 5 5 1-225 4 5 5 1-227 4 5 5 1-229 4 5 5 1-230 5 5 5 1-243 5 5 5 1-247 4 5 5 1-263 5 5 5 1-266 5 5 5 1-267 5 5 5 1-268 5 5 5 1-269 5 5 5 1-270 5 5 5 1-271 5 5 5 1-272 5 5 5 1-275 5 4 5 1-277 5 5 5 1-281 5 5 5 1-283 4 5 5 1-364 5 5 5 1-371 5 5 5 1-372 4 5 5 1 -373 5 5 5 1-380 4 5 5 Π-1 5 5 5 Π-4 4 5 5 Π-5 5 5 5 Π-6 5 5 5 Π-7 5 5 5 Π-8 5 5 5 II-9 5 5 5 ΙΙΊ1 5 5 5 Π-13 5 5 5 335 320292 200920255 [Table 157] Compound No.; 稗草冬葵子青苋IM4 5 4 5 11-15 5 5 5 11-20 5 5 5 11-21 5 5 5 11-23 5 5 5 Π-24 5 4 5 11-33 5 5 5 Π-39 5 5 5 II-44 5 5 5 II-51 4 5 5 Π-52 5 5 5 Π-57 5 5 5 11-62 4 5 5 11-63 5 4 5 11-64 5 5 5 Π-68 5 5 5 11-69 5 5 5 Π-71 4 5 5 Π-74 3 4 4 Π-75 5 4 5 Π- 84 4 4 5 Π-90 5 5 5 11-95 5 5 5 Π-101 5 5 5 11-116 4 4 5 II· 121 4 4 4 Π-122 5 4 5 Π-124 5 4 5 Π-125 5 5 5 Π-129 5 5 5 Π-130 5 5 5 Π-131 5 5 5 11-136 5 5 5 IM37 5 5 5 IM49 5 5 5 II-167 5 5 5 Π-168 4 5 5 II-173 4 5 5 11-178 5 5 5 Π-185 4 5 5 ΙΪΊ88 4 5 5 Π-189 5 5 5 11-190 4 5 5 Π-196 5 5 5 ΠΊ97 5 4 5 11-208 4 5 5 Π-210 4 5 5 Π-211 5 5 5 336 320292 200920255 [Table 158] Compound No. 稗草冬葵子青苋Π-212 5 5 5 Π-213 4 5 5 Π-214 5 5 5 Π-215 5 5 5 Π-217 4 5 5 Π-218 4 5 5 Π-219 5 5 5 Π-220 5 5 5 Π-221 5 5 5 Π-222 5 5 5 Π-223 5 5 5 Π-224 5 5 5 Π-225 5 5 5 Π-226 5 5 5 Π-227 5 4 5 Π-228 5 5 5 Π-231 5 5 5 Π-233 5 5 5 Π- 234 4 5 5 Π-237 5 5 5 Π-238 5 5 5 11-239 4 5 5 Π-241 5 5 5 Π-242 5 4 5 Π-243 5 5 5 Π-244 5 5 5 Π-249 5 5 5 Π-252 5 5 5 Π-254 5 4 5 Π-255 5 4 5 Π-256 •5 4 5 Π&gt;257 5 4 5 Π-260 5 5 5 Π-261 5 5 5 Π-263 5 4 5 Π-303 5 5 5 Π-304 4 5 5 Π-305 5 5 5 m-2 5 5 5 m-5 5 5 5 m-7 4 5 δ melon-12 4 5 5 m-i3 4 5 5 ΠΙ -15 5 5 δ m-3〇4 5 5 m-35 4 5 5 m-4〇4 5 5 m-45 5 5 5 ΙΠ-59 5 5 5 ΠΙ-88 5 5 5 337 320292 200920255 [Table 159] Compound No. 稗箪 稗箪 葵 90 90 90 90 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 ΙΙΙ-118 5 5 5 m-i2〇5 5 5 ΠΙ-130 5 5 5 ΙΠ-139 4 5 5 ΙΙΙ-158 5 5 5 m-173 5 5 5 ΙΠ-189 5 5 5 ΠΙ-201 5 5 5 ΠΙ -202 5 5 5 ΠΙ-207 5 5 5 ΙΠ-209 5 5 5 ΠΙ-212 5 5 5 ΙΠ-213 4 5 5 ΠΙ-221 4 5 5 ΙΠ-229 5 5 5 ΠΙ-230 5 5 5 ΙΠ-231 5 5 5 ΙΠ-232 5 5 5 ΠΙ-234 5 5 5 ΠΙ-235 5 5 5 ΙΠ-236 4 5 5 ΙΠ-237 5 5 5 ΙΙΙ-238 5 5 5 ΠΙ-239 4 5 5 ΙΠ-240 4 δ 5 ΙΙΙ-241 4 5 5 ΙΠ-242 5 5 5 ΠΙ-243 5 5 5 ΙΙΙ-246 5 5 5 ΠΙ-247 5 5 5 IV-1 5 5 5 IV-2 5 5 5 IV-3 5 5 5 IV -4 5 5 5 IV-6 4 5 5 IV-7 5 5 5 IV-8 5 5 5 IV-9 5 5 5 IV-11 5 5 5 IV-13 5 5 5 338 320292 200920255 [Table 160] Compound number稗箪冬葵子青苋 IV-17 5 5 5 IV-18 5 5 5 IV-19 5 5 5 IV-20 5 5 5 IV-21 5 5 5 IV-23 5 4 5 IV-24 5 4 5 IV -30 5 4 5 IV-33 5 5 5 IV-34 5 5 5 IV-39 5 5 5 IV-40 5 5 5 IV-41 5 5 5 IV-44 5 5 5 IV-52 5 5 5 IV-57 4 5 5 IV-62 5 5 5 IV-85 5 5 5 IV-90 5 5 5 IV-95 5 5 5 IV-100 5 5 5 IV-101 5 5 5 IV- 106 5 5 5 IV-128 5 5 5 IV-136 5 5 5 IV-150 5 5 5 IV-151 5 5 5 rv-i52 5 5 5 IV-153 4 5 5 rv-154 5 5 5 IV-155 5 5 5 IV-156 5 5 5 IV· 157 4 5 5 IV-158 5 5 5 rv-i6〇5 5 5 IV-161 5 5 5 IV-165 5 5 5 TV-166 5 5 5 IV-168 5 5 δ IV-169 5 5 5 IV-173 5 5 5 IV-174 4 5 5 IV-177 4 5 5 IV-178 5 5 5 IV-179 5 4 5 IV-180 5 5 5 IV-184 5 5 5 339 320292 200920255 [Table 161] Compound No. 稗草冬葵子青苋 IV-185 5 4 5 IV-186 5 5 5 IV-187 5 5 5 IV,188 5 δ 5 IV-189 5 5 5 IV-200 6 5 5 IV-201 5 5 5 IV-202 5 δ 5 IV-203 5 5 5 IV-206 5 5 5 IV-208 5 4 5 IV-209 5 5 5 IV-210 5 5 5 IV-212 5 5 5 IV -213 5 5 5 IV-214 5 5 5 IV-215 5 5 5 IV-216 5 5 5 IV-217 5 5 5 IV-218 5 5 5 IV-219 5 5 5 IV-220 5 5 5 IV-221 5 5 5 ΐν-222 5 5 5 IV-223 5 5 5 IV-224 5 5 5 IV-225 5 5 5 IV-226 5 5 5 IV-227 5 5 5 IV-228 5 5 5 IV-229 5 5 5 IV-230 5 5 5 IY-231 5 5 5 IV-232 5 5 5 IV-233 5 5 5 IV-234 5 5 5 IV-235 5 5 5 IV-236 5 5 5 IV-237 5 5 5 IV-238 5 5 5 IV-239 5 5 5 IV -240 5 5 5 IV-241 5 4 5 IV-242 5 5 5 IV-243 5 5 5 IV-244 5 5 5 IV-245 5 5 5 IV-247 5 5 5 IV-248 5 5 5 340 320292 200920255 [Table 162] Compound No. 稗草冬葵子青苋 IV-251 5 4 5 IV-252 5 5 5 IV-253 5 5 5 IV-254 5 5 5 IV-256 5 5 5 IV-256 5 5 5 IV -257 4 5 5 IV-258 5 5 5 IV-259 5 5 5 IV-260 4 5 5 IV-262 4 5 5 IV-266 5 5 5 IV-267 4 5 5 IV-268 5 5 5 IV-269 5 5 5 IV-271 5 5 5 0 2 1 Comparative Compound B 0 5 1 Comparative Na C 0 4 0 Comparative ^ID 0 4 1 In addition, Comparative Compound A, Comparative Compound B, Comparative Compound C, and Comparative Compound D is Compound No. 70, Compound No. 34, No. 32 and No. 31 as described in European Patent Publication No. EP483261. From the above results, it is known that the compound of the present invention will have superior herbicidal activity. INDUSTRIAL APPLICABILITY The present invention provides novel compounds having superior herbicidal activity, which are useful in the field of pesticides and agriculture, and have industrial applicability. [Simple diagram description] None [Main component symbol description] Benefit 341 320292

Claims (1)

200920255 十、申請專利範圍：200920255 X. Patent application scope: 一種通式[I]所示之側氧基 的鹽’該通式[I]係： 上容許 %啡衍生物或其農藥a salt of a pendant oxy group represented by the general formula [I], wherein the formula [I] is: {式中， X1表示氧原子或硫原子； X2表示CH(該碳原子可、經R2取代）或N(〇)m ; m表示〇或1的整數； R1表示氫料；Cl〜Cl2烧基；C2〜C6烯基；^^快 基’ C3〜c8裱烷基；C3〜C8環烷基Ci〜c6烷基；Cl〜c6 鹵烧基；c2〜c6 _稀基；c2〜c6 _炔基；C3〜C8齒環烷基； C3〜c8 _環烷基Cl〜C6烷基；胺基Ci〜C6烷基；硝基C1〜G 烷基，單（Ci〜C6烷基）胺基c^-C6烷基；二烷基） 胺基CpC：6烷基；C〗〜C6烷基硫基CpC6烷基；Ci〜C6 烧基亞續醯基烷基；C〗〜C6烧基續醯基〇广(：6燒 基’ C^C；6鹵燒基硫基Ci〜C6炫基；C!~C6鹵院基亞磺 醯基CrC6烧基；C〗〜C6鹵院基續醯基（^〜(^烧基；C!~C6 燒氧基C】〜C；6烧基；經基Ci〜C6燒基；笨基烧氧 基CcC6院基（該基的苯基可經1或2個以上相同或互 異的R4取代）；Cl〜C6烷氧基Cl〜C6烷氧基Cl〜c6烷基； C3〜C8環烧基氧基（^-C6烧基；C3〜Cs環烧基燒 342 320292 200920255 C6貌基’笨氧基Cl〜C6燒基（該基的苯基可經] ^個μ相同或互異的V取你具有選自氧原子、] 硫原子及氮肩子Φ&gt;ι：τ* 、 I 、 至5個雜原子的碳數2至1〇雜 1 6烷基（忒基之具有選自氧原子、硫原子 / ’、 之1至5個雜原子之碳數2至1〇雜環可經】 或2個以上相同或互異的r5取代），·苯基硫基^〜c# 基(該f的苯基可經1或2個以上相同或互異的 代），本基亞續醒基Cl〜c6絲（該基的苯基可經1或2 個以上相同或互異的R4取代）；苯基石黃酿基Cl〜c6貌基 (該基的苯基可經i或2個以上相同或互異的R 4取代 C广c6鹵絲基Cl〜C6燒基；具有選自氧原子、硫原子 及氮料中之i至5個雜原子的碳數2至1〇雜環基 C广c6烧氧基Cl〜c6烧基（該基的具有選自氧原子、硫原 子及氮原子中.之i至5個雜原子之碳數2至1〇雜環可 經1或2個以上相同或互異的r5取代）；A%烧基硫 基C]〜C6烷氧基CrC6烷基；CVC6烷基亞磺醯基Ci〜c6 烷氧基C〗〜C6烷基；（^〜(：6烷基磺醯基Ci〜c6烷氧基 (^〜〇:6烧基；氰基（^〜匕燒氧基Cl〜c6烷基；氰基Ci〜C6 烷基，C〗〜C6烷基羰氧基（^〜(：6烷基；（^〜(：6醯基（：丨〜(：6 烷基；二（Cl〜C6烷氧基KrC：6烷基；Cl〜C6烷氧基羰基 Ci~C6烧基；C〗〜C6烷氧基亞胺基Cl〜C6烧基；Ci〜c6 亞烷基胺基氧基C】〜C6烷基；（R6R7N_c；=〇)Ci〜c6烧基； C6〜Ci〇务基C〗〜C6烧基（該基的芳基可經1或2個以上 相同或互異的R8取代）；具有選自氧原子、硫原子及氮 320292 343 200920255 原子中之1 至5個雜盾工ΑΛ _ A,，Wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH (the carbon atom may be substituted by R2) or N(〇)m; m represents an integer of 〇 or 1; R1 represents a hydrogen material; and a Cl~Cl2 alkyl group ; C2~C6 alkenyl; ^^ fast base 'C3~c8 decyl group; C3~C8 cycloalkyl Ci~c6 alkyl group; Cl~c6 halogen group; c2~c6 _ thin group; c2~c6 _ alkyne C3~C8 cyclyl group; C3~c8 _cycloalkyl C1~C6 alkyl group; amine group Ci~C6 alkyl group; nitro C1~G alkyl group, mono(Ci~C6 alkyl)amino group c ^-C6 alkyl; dialkyl) aminyl CpC: 6 alkyl; C 〗 </ RTI> C6 alkylthio CpC6 alkyl; Ci~C6 alkyl sulfhydryl alkyl; C 〗 〖C6 alkyl hydrazine基〇广(:6 烧基' C^C; 6 halogen-based thio-Ci~C6 炫; C!~C6 halogen-based sulfinyl-based CrC6-based; C〗~C6-halogen (^~(^ 烧基; C!~C6 alkoxy C)~C; 6 alkyl; base Ci~C6 alkyl; stupyl alkoxy CcC6 base (the base of the phenyl group can be 1 or 2 or more identical or mutually different R4 substituted); Cl~C6 alkoxy Cl~C6 alkoxy Cl~c6 alkyl; C3~C8 cycloalkyloxy (^-C6 alkyl; C3~Cs ring burned) Base burning 342 320292 20092025 5 C6 appearance base 'stupyloxy Cl~C6 alkyl group (the base of the phenyl group can be) ^ μ the same or different V, you have selected from oxygen atom, sulfur atom and nitrogen shoulder Φ> ι: τ* , I , to 5 heteroatoms having a carbon number of 2 to 1 1 16 6 alkyl (the fluorenyl group having a carbon number selected from an oxygen atom, a sulfur atom / ', and 1 to 5 hetero atoms) 2 to 1 〇heterocyclic ring may be substituted by or two or more identical or mutually different r5), phenylthio group ^~c# group (the phenyl group of f may be one or more identical or different generations), Kea renews the base Cl~c6 filament (the phenyl group of the group may be substituted by 1 or more identical or mutually different R4); the phenyl fluorescene base Cl~c6 appearance base (the phenyl group of the base may be Or two or more identical or mutually different R 4 -substituted C-C6 halogen-based C1-C6 alkyl groups; having a carbon number of 2 to 1 i selected from the group consisting of an oxygen atom, a sulfur atom, and an i to 5 hetero atom in the nitrogen material Heterocyclic group C broadly c6 alkoxy group Cl~c6 alkyl group (the group having an oxygen atom, a sulfur atom and a nitrogen atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom; the carbon number of 2 to 1 heterocyclic ring may be 1 Or 2 or more identical or mutually different r5 substitutions; A% alkylthio C]~C6 alkoxy CrC6 ; CVC6 alkyl sulfinyl thiol Ci~c6 alkoxy C 〗 〖C6 alkyl; (^ ~ (: 6 alkyl sulfonyl Ci ~ c6 alkoxy (^ ~ 〇: 6 alkyl; cyano ( ^ 匕 匕 氧基 oxyCl~c6 alkyl; cyano Ci~C6 alkyl, C 〗 〖C6 alkyl carbonyloxy (^~(:6 alkyl; (^~(:6醯基(:丨~) (6 alkyl; bis(Cl~C6 alkoxy KrC: 6 alkyl; Cl~C6 alkoxycarbonyl Ci~C6 alkyl; C)~C6 alkoxyimino-C to C6 alkyl; Ci ~ c6 alkyleneaminooxy C] ~ C6 alkyl; (R6R7N_c; = 〇) Ci~c6 alkyl; C6~Ci 基 C C C 〜 C6 alkyl (the aryl group of this group can be 1 or 2 or more identical or mutually different R8 substitutions; having 1 to 5 heterodyne _ A, selected from oxygen atoms, sulfur atoms, and nitrogen 320292 343 200920255 atoms, π从a王i υ濉喂悉（琢|可經J 甲之1至5個雜原 或2個以上相同戒 互異的R13取代）； 〜Cg燒基；C3〜 烯基；C2〜C6 ci〜C6鹵炔基； R2表示鹵原子；羥基；硝基；氰基；c丨〜c 6燒基 環烧基；C3〜C8環烧基C!〜C6貌基；c: 快基’ Ci〜C6卣烧基；C!〜Cg鹵稀基； C3~CS鹵環烧基；C3~CS鹵環院基c〗〜C0燒基；（:广匸6 烷氧基；C3〜C8環烷基氧基；C3〜C8環烷基（：丨〜(：6烷氡 基，C2〜G：6烯氧基；C2〜C6块氧基；（^~(36鹵燒氧基； Ci-Ce烷氧基（：广(：6烷氧基；（^〜(：6烷基羰氧基；（^〜(：6 院基硫基；Ci〜C6烧基亞續醯基；（^〜(^烧基續醯基； C^〜C6鹵烧基硫基；Ci〜C6鹵烧基亞續醯基；C.fC^ _炫 基磺醯基；胺基；單（CcC^烷基）胺基；二（(^〜(：6烷基） 胺基；Cl〜C6酿基胺基；1½.基_Ci〜C6烧基；Cl〜C6烧氧 基Cl〜C6烧基；Cl〜C6烧基硫基C】〜Cg烧基；C!〜Cg炫* 基亞磺醯基烷基；烷基磺醯基CrCe烷基； Cl〜Cg鹵烧基硫基Cl〜烧基；Ci~C6鹵院基亞石黃酉藍基 CcCs烷基；(：广(：6鹵烷基磺醯基CrCe烷基；氰基Cl〜C6 烷基；醯基；&lt;^〜(：6院氧基亞胺基Ci〜C6烷基； 344 320292 200920255 羧基；Crc：6烷氧基羰基；胺曱醯基； 胺基獄基；二（^6烧基）胺基縣；；^有=貌基) 子、硫原子及氮原子中之…個雜原子的 雜環基（縣的具有選自氧原子、硫原子及氮原子中之^ =個雜原子之碳數2至10雜環可經1或2個以上 同或互異的R14取代）；再者，r2， 個R2、查拉— 9 力了為相鄰接的2 4^Λ—起與各R所直接鍵結的碳原子共同形成 貝石反％，或具有選自氧原子、硫原子及氮原子中 ，丄至4個雜原子的4至8員雜環，此時所形成 ，子、氮基、破基、Cl〜c6燒基、Ci〜c“燒基、 =〜c26烷氧基、C广C6鹵烷氧基、或側氧基取代； I =係CH (該基可經R2取代.）時，n表示〇至4的整數； 當X2係N(〇)m時，^表示〇至3的整數； 正’ 以，示羥基，· 0·Μ+(Μ+表示鹼金屬陽離子或銨陽離 子）’胺基，鹵原子；CV〜C6烧基續酿氧基；〜垸基 瓜基，Cl〜C6烧基亞磺醯基；Cl〜C6烷基磺醯基；（^〜(：6 t烷基硫基；Cl〜。6鹵烷基亞磺醯基；Ci〜C6鹵烷基磺 醯基；C2〜C6烯基硫基；C2〜C：6烯基亞磺醯基；c2〜c6 烯基嶒醯基；C2〜C6炔基硫基；C2〜C6炔基亞磺醯基； q〜C6炔基磺醯基；Ci〜C6烷基羰氧基；C2〜匕烯基羰氧 基；C2〜C6炔基羰氧基；苯氧基（該基可經1或2個以上 相同或互異的RU取代）；苯基硫基（該基可經i或2個 以上相同或互異的R14取代）；苯基亞磺醯基（該基可經 1或2個以上相同或互異的R〗4取代）；苯基磺醯基（該 320292 345 200920255 基可經1或2個以上相同或互異的R14取代）；苯基磺醯 氧基（該基可經1或2個以上相同或互異的R14取代）； 苯基羰氧基（該基可經1或2個以上相同或互異的R14 取代）；1,2,4-***-1-基；1，2,3·***小基；1，2,3-***-2- 基’味α坐-1 _基；π比唾—1 _基；四唾-1 _基；或四嗅·2 _基； R4表示鹵原子；硝基；氰基；（：广(：6烷基；（：2〜(：6烯 基；C2〜C6炔基；C3〜C8環烷基；C〗〜C6鹵烷基；CcCg 烧氧基；C2〜C6烯氧基；（：2〜C6炔氧基；Cj-Ce鹵烷氧基； Ci〜C6院基硫基；CrC6烧基亞續酿基；Ci〜C6娱;基績酿 基；CrC6鹵烷基硫基；Ci〜C6鹵烷基亞磺醯基；Ci〜C6 鹵烷基磺醯基；CVC6烷氧基羰基；(^〜(：6醯基；或Cl〜C6 烷氧基（^〜(：6烷基； R5表示侧氧基；鹵原子；硝基；氰基；Cl〜c6燒基； c2〜C6烯基；c2~c6炔基；c3~c8環烷基；q-Q i燒基； CrQ烧氧基；c2〜c6烯氧基；c2〜c6炔氧基；Ci〜c6豳 虼氧基，Cl〜C6烷基硫基；C!〜C6烷基亞磺醯基；Cl〜 烧基續酿基；C3〜C6鹵烧基硫基；Cl〜C6自烷基亞磺酿 基，CcC6 i烷基磺醯基；Ci〜C6烷氧基羰基；q〜C. 醯基；或（VC6烷氧基（^〜(：6烷基； 6 R及R相互獨立，表示Ci〜c6烧基； 再者’R6及R7,亦可為該等連接在—起且與該 鍵結的氮原子共同形成5至6員環，此時所形成的環 中，除R6及R7所鍵結之氮原子以外，尚可存在氧原子1 R8表示鹵原子；硝基；氰基；Cl〜C6烷基；C2〜g埽基 320292 346 200920255 c2〜c6炔基；c3〜c8環烷基；Ci〜c6鹵烷基；Ci〜c6烷氧 基；C2〜C6烯氧基；c2〜c6炔氧基；Ci〜C6鹵烷氧基； CcC：6烷基硫基；CpC：6烷基亞磺醯基；基磺醯 基；C丨〜C6鹵烷基硫基；Cl〜C6鹵烷基亞磺醯基；Ci〜c6 鹵烷基磺醯基；CrC：6烷氧基羰基；Ci〜c6醯基；或Ci〜c6 院氣基Ci〜炫基； R9表不側氧基，鹵原子；硝基；氰基；Ci〜。烷基，· c2〜c6烯基，C2〜C6炔基；c3〜c8環烷基；Ci〜C6齒烷基； CrC：6烷氧基；C2〜C：6烯氧基；C2〜C6炔氧基；Cl〜c6鹵 烷氧基；CcC6烷基硫基；Ci〜C6烷基亞磺醯基；C1〜C6 烧基續醯基；Cl〜C6 a基硫基；Ci〜c6 a基亞石黃酸 基；CcC：6鹵烷基磺醯基；Ci〜C6烷氧基羰基；Cl〜c 酿基；或C】〜C6烷氧基Cl〜c6烷基； 6 R10及R11相互獨立，表.示氫原子；Ci〜c6燒基； CrCV烷氧基羰基； ^ 再者及亦可為該等連接在—起且 ;結:氮r共同形成5至6請，此時所;= τ丨示Κ及R所鍵結之氮原子以外， 衣 子及/或氧原子； 在硫原 環烧基氧基％〜c6烯氧基；C2〜C6快氧基；α R 2表示鹵原子；羥基；硝基；氰基；d〜c C3〜C8^烷基；C3〜C8環烷基C!〜C6烷基丨C〜Γ t基， C2〜c6炔基；Ci〜c6鹵烷基；〜鹵烯基丨c〜6埽基， 烧基；C3〜c8鹵環烧基Ci〜c6烧基:Ci〜C6二.8 4環 c( 320292 347 200920255 羰氧基；鹵烷氧基；烷基硫基；（^〜(：6烷基 亞石黃酿基；Ci〜C6炫基續酿基；Ci〜Cg鹵院基硫基；C!~C6 鹵烧基亞績酸基；C广C6.鹵烧基續酿基；胺基.；（^〜(^ 醯基胺基；單（CrG烷基）胺基；二（C广c6烷基）胺基； 經基Ci〜C6烧基；Ci〜C6燒乳基Ci〜C6烧基；C!〜Cg燒 基硫基CrC：6烷基；Ci-C：6烷基亞磺醯基（^〜(：6烷基； CfC：6烷基磺醯基CrQ烷基；Ci〜C6鹵烷基硫基Cl〜r 炫基；CrCe鹵烧基亞磺醯基c〗〜c6烧基；c!〜c6 _燒 基磺驢基CcC：6烷基；氰基（^〜(：6烷基；CpC6烷氧基 Cl〜C6烧氧基；C3〜C8環烧基C][〜C6燒氧基；鹵垸 .氧基CrC：6烷氧基；氰基（^〜(：6烷氧基；（:广匕醯基； C!〜C：6烷氧基亞胺基Cl〜Q院基；羧基；Cl〜Q烷氧基 羰基；胺甲醯基；單（Cl〜C：6烷基）胺基羰基；二（Cl〜G 烷基）胺基羰基；具有選自氧原子、硫原子及氮原子中6 之1至5個雜原子的碳數2至1〇雜環基（該基的雜環可 或2個以上相同或互異的Rl4取代），·或具有從氧原 Si: 子及氮原子中任意選擇之1至5個雜原子的碳 石C/Cl〜C6規氧基(該基的具有選自氧原子、 二子心原子中之…個雜原子之碟 二可經V或2個以上相同或互異 .雜 尺，亦可為相鄰接的2心12 ⑯/)’再者， 直接鍵結的碳料接在―起且與各R12所 氧原子、硫原子及氮原子中之= 農環，或具有選自 員雜環，此時所形4個雜原子的4至8 咐成•可經齒原子、氰基、頌 320292 348 200920255 烧基、C!〜C6鹵炫基、Ci〜C6烧氧基、Ci〜c6鹵烧氧基、 或側氧基取代； R13表示側氧基（0X0);硫_基（也丨(^〇);羥基；鹵原子； 石肖基；氰基；烧基；C2〜C6烯基；C2〜C6炔基； C3〜Cs環烷基；C3~c8環炫·基（^〜(：6烷基；Ci〜C6鹵烷基； c2〜c6 i烯基；c3〜C8鹵環烷基；c3〜C8 i環烷基（^〜匚6 烷基；c】〜c6烷氧基；c2〜c6烯氧基；c2〜c6炔氧基； C3〜c8環烷基氧基；C3~c8環烷基（：丨〜(：6烷氧基； 鹵燒氧基，C〗〜C6烧氧基CrCs燒氧基；C〗〜c6鹵烧氧 基CrC：6烷氧基；氰基C〗〜C6烷氧基；（^〜06烷基羰氧 基CfC6烧基硫基；Ci〜Cg.烧基亞續酸基；C】〜(36燒基 石黃醯基；Ci〜C6鹵烧基硫基；（^〜(：6鹵院基亞石黃醯基； Ci-C6鹵烷基磺醯基；胺基；單烷基）胺基；二 (Ci〜C6烷基）胺基；Ci〜C6醯基胺基；羧基；CrCV院氧 基&amp;基’胺甲酸基；單（CrCg烧基）胺基羰基；二(Ci〜c6 烷基）胺基羰基；CrC6醯基；C〗〜C6烷氧基亞胺基（^〜(：6 烷基；CrC：6烷氧基Cl〜(：6烷基；Cl〜〇6烷基硫基Ci〜C6 烷基，C]〜C6烷基亞磺醯基c!〜C6烷基；（^〜〇：6烷基磺 醯基C!〜C6烧基；CVC6鹵烷基硫基匚丨〜匚6烧基；CVQ i烷基亞磺醯基Cl〜G：6烷基；Cl〜C6 _烷基磺醯基Ci〜C6 烧基；或氰基Cl〜c6烧基；再者，Ru，可為相鄰接的2 個R13連接在-起且與各Rn所直接鍵結的碳原子共同 形成4至8員碳環，或具有選自氧原子、硫原子及氮原 子中之1至4個雜原子的4至8員雜環，此時所形成的 320292 349 200920255 王哀可經鹵原子、氰基、硝基、Ci〜C6烷基、c广q鹵烷 基、CrC6烷氧基、CrC6鹵烷氧基、或側氧基取代； R14表示鹵原子、硝基、氰基、c广C6烷基、Ci〜c6鹵 烷基、C^C6烷氧基、或Cl〜c6鹵烷氧基； A1 表示 C(R15R16); A2 表示 C(R17R18)、或 〇0 ; A3 表示 C(R19R20)〆 R15、R16、R17、R18、R19&amp; R2〇相互獨立，表示氫原 子或CpC6烷基，再者，Ri5與R2〇亦可連接在—起形 成C2〜C5伸烷基鏈，並與相鄰接的碳原子共同構成環卜 2’如申凊專利範圍第1項之側氧基吡畊衍生物或其農藥上 容許的鹽，其中，上述通式m中，X2係CH(該碳原子可 經R2取代）。 3.如申請專利範圍第1項之侧氧基吼畊衍生物或其農藥上 容許的鹽’其中’上述式[巧中，X2係N(〇)m。 4·如申凊專利範圍第1項之側氧基吡哄衍生物或其農藥上 谷許的鹽，其中，上述通式⑴中，R3係經基；或〇·Μ+(μ+ 表示鹼金屬陽離子或銨陽離子）。 5·如申請專利範圍第1項之側氧基吡畊衍生物或其農藥上 容許的鹽，其中，上述通式[I]中， Χ2係CH(該碳原子可經R2取代）、或氮原子； R1表示氫原子；Cl〜Ci2烷基；c2〜C6烯基；匕〜匕炔 f ’ C3〜C8環烧基；Ci〜Q鹵烷基；c2〜c6 i烯基；Cl〜C6 烷基硫基Cl〜C6烷基；C广C6烷基磺醯基Ci〜c6烷基； 320292 350 200920255 Cl〜C6力元氧基Cl〜Cg燒基；Cl〜C6娱i氧基Cl〜C6烧氧基 烧基，苯氧基Ci〜C0烧基；Ci~C6鹵统氧基（^〜〇6 院基；四氫呋喃CrC：6烷氧基CVC6烷基；Cl〜c6烷基 磺酿基CVC6烷氧基（：丨〜(：6烷基；氰基Ci〜C6烷氧基 Cl〜C6烷基；氰基（^〜(：6烷基；（：广(：6烷基羰氧基Cl〜c6 烧基，CrC6酸基C〗〜Ce烧基；C广C0烧氧基幾基（^〜(^6 烷基；（WN-OCOCrC^烷基；¢6%。芳基Ci〜c6烷 基（該基的芳基可經1或2個以上相同或互異的&amp;8取 代）；Hef-CrC：6烷基（該基可經！或2個以上相同或互 異的R9取代）；NR10Rii基；&amp;〜Cl〇芳基（該基可經i或 2個以上相同或互異的取代）；或Hetl基（該基可經工 或2個以上相同或互異的r 13取代）； Het1表示四氫吱喃、四氫噻吩、四氫噻吩二氧化物、 四氫噻喃.、四氫噻喃二氧化物、4,5-二氫異噚唑、噻吩、 吡唑、噚唑、異噚唑、噻唑、異噻唑、1，2,4-***' i，2,4-噚 一唾、1，3,4-«塞二唑、吼咬、塔哄、喷啶、。比卩井、二 氫苯并呋喃、1,3-苯并二噚茂、苯并q,4_二噚烯、苯并 呋喃、吲哚； R2表示鹵原子、硝基、Cl〜C6烷基、Cl〜c6鹵烷基、 Ci〜C6烷氧基、Ci〜C6烷基硫基、Ci〜c6烷基磺醯基、或 心〜仏烷氧基Cl〜c6烷基； R3表示經基； R表示鹵原子、CrC6鹵烷基、CrC6烷氧基、或Ci〜C6 鹵烷氧基； 320292 351 200920255 二=1〜。6院基、自原子、或…燒基； 基幾基； 獨立表以广Μ基、或C…烧氧 7 =原子、經基、確基、氰基、c C3〜c8%烷基、Ci〜c6自烷 氧基、C2〜C6讲氧A、C Γ * 1 6烧乳基、C2〜C6稀 c Γ 、虱基Cl〜G南烷氧基、CrC6烷基硫基、 ::二：基、C1〜c“院基硫基、C1〜c“完氧基 烧U Γ 基Cl〜C6烧氧基、氰基CA .&quot;1 C6醯基、Cl〜Q烷氧基羰基、二（Cl〜〇6烷 基）月女基、或Hef-CrC^烷1其· $ 土 12 鄰的2個]^連捲在—# 再者，R，亦可為相 ^ y 起且與該等所直接鍵結的碳原子 共同形成碳環，戋呈有撢ό &amp; '、 1。 L、有選自乳原子、硫原子及氮原子中 ^;4個雜原子之4至8員雜環，此時所形成的環可 …卣f子、C广G烷基 '或侧氧基取代； C Rr ί Γ側氧基、㈣子、Cl〜Q院基、Cl〜U院基、 1 6烷氧基、或單（CpC6烷基）胺基。 二^:利範圍第^…項中任一項之側氧基吼 井二生物或其農藥上容許的鹽，其中，上述通式附， x係CH(該基可經R2取代” R表示氫原子；Ci〜Ci2炫基；c2〜c6稀基；^〜^块 =C3〜C8魏基；Ci〜C6 “基；Ci〜C6烧基硫基 ’c^烧基石黃醯基Cl〜c6燒基；Ci〜c6烧氧基Cl〜Q =土 ’ C「C6院氧基CrQ烧氧基Ci〜c6烷基；苯氧基 广。6烷基;Ci〜C6鹵烷氧基Ci〜c6烷基;四氫呋喃Cl〜Q 320292 352 200920255 烧氧基Ci〜C6烷基；（^〜(^烷基磺醯基0广(：6烷氧基 CrC6烧基；氰基（^〜(：6烷氧基Ci〜C6烷基；氰基C广C6 烷基；C】〜C6烷基羰氧基Cl〜c6烷基；醯基CrCe 烷基；ci〜c6烷氧基羰基（^〜(^烷基；（Wn-ococvq 烧基；C6〜C1()芳基cvq烷基（該基的芳基可經1或2 個以上相同或互異的R8取代）；HetLCrCs烷基（該基可 經1或2個以上相同或互異的R9取代）；nr10r1i基； C6〜C1G芳基（該基可經1或2個以上相同或互異的Ri2 取代）、或Het1基（該基可經丨或2個以上相同或互異的 R13取代）； Het表示四氫呋喃、四氫噻吩、四氫噻吩二氧化物、 四氫噻喃、四氫噻喃二氧化物、4,5_二氫異噚唑、噻吩、 吡唑、％唾、異噚。坐、噻唑、異噻唑、i,2,4_***、噚 二唑、1，3,4-噻二唑、吡啶、嗒啡、嘧啶、吡畊、2,3-二 氫苯并呋喃、1，3-苯并二噚茂、苯并二噚烯、笨并 呋喃、吲哚； R2表示鹵原子、硝基、Cl〜C6烷基、Cl〜c：6鹵烷基、 CcC6烷氧基、Cl〜Ce烷基硫基、Ci〜C0烷基磺醯基、或 C广C6烧氧基c〗~c6烧基； R3表示經基； R8表示_原子、或Cl〜c6烷氧基； r9表示C〗〜C6烷基； R10及RU相互獨立，表示Ci〜Q烷基、或Crh烷 基羰基； 320292 353 200920255 R12表示鹵原子、_其、 C3〜C8環烷基、C]〜Q由烷土、氰基、C]〜C6烷基、 氧基、C2〜C6炔氧基、C:〜：：:烷氧基、C2〜C6烯 C c 6鹵烷氧基、C】〜C6烷基硫基、 壤烷基C广匕烷氧基、c h ^ Cs 氰AC 甘 1 C6鹵烷氧基Cl〜匸6烷氧基、 ‘二:t、cl〜C6酿基、C1〜C6烧氧繼、 一=6，安基、或Hetl_cl〜c道氧基； 等所直接心/可^目鄰的2個R12連接在—起且與該 二所直的後原子共同形成碳 子及氣原子中之…個雜原子 基取代； 衣了-南原子、c「c6燒基、或侧氧 R表示側氧基、鹵原子、C r A ^ ^ Γ η ^ ^ ^ 1 说基、鹵烷基 Cl〜C6烷氧基、或單（c〗〜cv燒基）胺基。 7.如申請專利範圍第1、3、4或5 畊衍生物或其農藥上容許的鹽， X1表示氧原子； X2表示氮原子； 項中任一項之側氧基吡 其中’上述通式[I]中， R表不風原子；Cl〜Cl2院基；C2〜C6烯基；C2〜Cd 基，匕〜(：6由燒基；c2〜c6鹵稀基；c广c6垸基硫基q〜^ 烧基，CVC6院氧基Cl〜c6烷基；Ci〜c6 _烷氧基Cl〜匸6 烷基；q〜C6烷氧基羰基Ci〜Q烷基；C6〜CiG芳基Ci〜q 烷基（該基的芳基可經！或2個以上相同或互異的戈8取 代）；HeP-CrC6烷基（該基可經i或2個以上相同或互 320292 354 200920255 異的R9取代）；C：6〜ci 〇芳基（該基可經1或2個以上相同 或互異的Rl2取代）；或Het2基（該基可經1或2個以上 相同或互異的R13取代），· Het2表示4,5-二氫異噚唑、噻吩、吡唑、異噚唑、吡 σ疋、2,3_二氫苯并呋喃、丨,3_苯并二噚茂、苯并-丨，‘二曙 婦； R2表示鹵原子、Cl〜C6烷基、Ci〜c6烷基硫基、或Ci〜C6 焼氧基； R3表示羥基，· 1〜淀氧基、或π from a king i υ濉 feed (琢 | can be substituted by J to 1 to 5 miscellaneous or 2 or more identical R1 substituted); ~ Cg alkyl; C3 ~ alkenyl; C2 ~ C6 ci ~C6 haloalkynyl; R2 represents a halogen atom; a hydroxyl group; a nitro group; a cyano group; a c丨~c 6 alkyl group; a C3~C8 cycloalkyl group C!~C6 appearance group; c: a fast group 'Ci~ C6 calcined base; C!~Cg halogenated base; C3~CS halocycloalkyl; C3~CS halo ring base c]~C0 alkyl; (: 匸6 alkoxy; C3~C8 cycloalkyl Alkyl; C3~C8 cycloalkyl (: 丨~(:6 alkyl fluorenyl, C2~G:6 alkenyloxy; C2~C6 methoxy; (^~(36 halooxy); Ci-Ce Oxy ((6) alkoxy; (^~(:6 alkylcarbonyloxy; (^~(:6) thiol; Ci~C6 alkyl sulfhydryl; (^~(^ Calcium-based thiol group; C^~C6 haloalkylthio; Ci~C6 haloalkyl sulfhydryl; C.fC^ _ sulfonylsulfonyl; amine; mono(CcC^alkyl)amine ; ((^~(:6 alkyl)amino group; Cl~C6 stearylamino group; 11⁄2. base_Ci~C6 alkyl group; Cl~C6 alkoxy group C~C6 alkyl group; Cl~C6 alkyl group Sulfur-based C]~Cg alkyl; C!~CgHyun* sulfinylalkylene Alkylsulfonyl CrCe alkyl; Cl~Cg haloalkylthio-Cl-alkyl; Ci~C6 halogen-based sulfite-yellow-blue-based CcCs alkyl; (: broad (: 6 haloalkylsulfonyl CrCe) Alkyl; cyano-Cl~C6 alkyl; fluorenyl; &lt;^~(: 6-yard oxyimino-Ci-C6 alkyl; 344 320292 200920255 carboxyl; Crc: 6 alkoxycarbonyl; amine fluorenyl Amine base; two (^6 alkyl) amine base;; ^ have = appearance base), a sulfur atom and a hetero atom of a hetero atom in the nitrogen atom (the county has an oxygen atom, The carbon number of the sulfur atom and the nitrogen atom of the hetero atom of 2 to 10 may be substituted by 1 or 2 or more R14 of the same or different); further, r2, R2, Chara-9 force For the adjacent carbon atoms, the carbon atoms directly bonded to each of the R atoms form a shelle anti-%, or have an oxygen atom, a sulfur atom and a nitrogen atom, and have 4 hetero atoms. To 8 member heterocyclic ring, formed at this time, sub, nitrogen, base, Cl~c6 alkyl, Ci~c "alkyl, =~c26 alkoxy, C-C6 haloalkoxy, or side oxygen Substituent; I = system CH (the group can be substituted by R2.), n table 〇 to an integer of 4; when X2 is N(〇)m, ^ represents an integer from 〇 to 3; positive ', hydroxy, ·····(Μ+ represents an alkali metal cation or an ammonium cation) 'amine group , halogen atom; CV~C6 alkyl group continued to brew oxy group; ~ fluorenyl sulfonyl group, Cl~C6 alkyl sulfinyl group; Cl~C6 alkyl sulfonyl group; (^~(:6 t alkylthio group) ;Cl~. 6 haloalkylsulfinyl; Ci~C6 haloalkylsulfonyl; C2~C6 alkenylthio; C2~C: 6 alkenylsulfinyl; c2~c6 alkenyl; C2~ C6 alkynylthio; C2 to C6 alkynylsulfinyl; q~C6 alkynylsulfonyl; Ci~C6 alkylcarbonyloxy; C2~nonenylcarbonyloxy; C2~C6 alkynyloxy a phenoxy group (this group may be substituted by 1 or more identical or mutually different RUs); a phenylthio group (this group may be substituted by i or 2 or more identical or mutually different R14); Sulfhydryl group (the group may be substituted by 1 or more identical or mutually different R 4); phenylsulfonyl (the 320292 345 200920255 group may be substituted by 1 or 2 identical or mutually different R14) Phenylsulfonyloxy (this group may be substituted by 1 or more identical or mutually different R14); phenylcarbonyloxy (this group may be substituted by 1 or more identical or mutually different R14); 1,2,4-triazol-1-yl; 1,2,3·triazole small group; 1,2,3-triazol-2-yl 'flavor α sitting-1 _ group; π ratio saliva-1 _ group; tetrasal-1 _ group; or four scent · 2 _ group; R4 represents a halogen atom; nitro; cyano; (: broad (: 6 alkyl; (: 2 ~ (: 6) Alkenyl; C2 to C6 alkynyl; C3 to C8 cycloalkyl; C: ~C6 haloalkyl; CcCg alkoxy; C2~C6 alkenyloxy; (: 2~C6 alkynyloxy; Cj-Ce haloalkyl Oxyl; Ci~C6-based thiol; CrC6-based succinyl; Ci~C6 entertainment; base-based broth; CrC6 haloalkylthio; Ci~C6 haloalkyl sulfinyl; Ci~C6 Haloalkylsulfonyl; CVC6 alkoxycarbonyl; (^~(:6醯; or Cl~C6 alkoxy (^~(:6 alkyl; R5 represents pendant oxy; halogen atom; nitro; Cyano; Cl~c6 alkyl; c2~C6 alkenyl; c2~c6 alkynyl; c3~c8 cycloalkyl; qQ i alkyl; CrQ alkoxy; c2~c6 alkenyl; c2~c6 alkyne Base; Ci~c6 decyloxy, Cl~C6 alkylthio; C!~C6 alkylsulfinyl; Cl~ calcined base; C3~C6 halogenated thio; Cl~C6 Alkylsulfinyl alcohol, CcC6 ialkylsulfonyl; Ci~C6 alkoxycarbonyl; q~C. fluorenyl; or (VC6 alkoxy (^~(:6 alkyl; 6 R and R mutual Independent, indicating Ci~c6 alkyl; in addition, 'R6 and R7, may also be connected to and form a 5- to 6-membered ring together with the bonded nitrogen atom, and the ring formed at this time In addition to the nitrogen atom bonded to R6 and R7, an oxygen atom may be present. 1 R8 represents a halogen atom; nitro; cyano; Cl~C6 alkyl; C2~g fluorenyl 320292 346 200920255 c2~c6 alkynyl; C3~c8 cycloalkyl; Ci~c6 haloalkyl; Ci~c6 alkoxy; C2~C6 alkenyloxy; c2~c6 alkynyloxy; Ci~C6 haloalkoxy; CcC: 6 alkylthio CpC: 6 alkylsulfinyl; sulfenyl; C丨~C6 haloalkylthio; Cl~C6 haloalkylsulfinyl; Ci~c6 haloalkylsulfonyl; CrC: 6 Alkoxycarbonyl; Ci~c6 fluorenyl; or Ci~c6 courtyard gas-based Ci~Hylon; R9 is not pendant oxy, halogen atom; nitro; cyano; Ci~. Alkyl, c2~c6 alkenyl, C2~C6 alkynyl; c3~c8 cycloalkyl; Ci~C6 dentate; CrC: 6 alkoxy; C2~C: 6 alkenyl; C2~C6 alkyne Oxyl; Cl~c6 haloalkoxy; CcC6 alkylthio; Ci~C6 alkylsulfinyl; C1~C6 alkylthiol; Cl~C6 aylthio; Ci~c6 a Rare; a C. s. Table. shows a hydrogen atom; Ci~c6 alkyl; CrCV alkoxycarbonyl; ^ Further and may also be such a connection; and: nitrogen: r together form 5 to 6 please, at this time; = τ衣 Κ Κ R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R ; nitro; cyano; d~c C3~C8^alkyl; C3~C8 cycloalkyl C!~C6 alkyl 丨C~Γ t group, C2~c6 alkynyl; Ci~c6 haloalkyl; Haloalkenyl 丨c~6 fluorenyl, alkyl; C3~c8 halocycloalkyl Ci~c6 alkyl: Ci~C6 2. 8 4 ring c (320292 347 200920255 carbonyloxy) Haloalkoxy; alkylthio; (^~(:6 alkyl sulphate; Ci~C6 succinyl); Ci~Cg halogen-based thio; C!~C6 Acidic group; C-C6. halogen-based aryl group; amine group; (^~(^ mercaptoamine; mono(CrG alkyl)amine; di(C-c6 alkyl)amine; Base Ci~C6 alkyl; Ci~C6 calcined base Ci~C6 alkyl; C!~Cg alkylthioCrC: 6 alkyl; Ci-C: 6 alkyl sulfinyl (^~(:6) Alkyl; CfC: 6 alkylsulfonyl CrQ alkyl; Ci~C6 haloalkylthio Cl~r 炫; CrCe halosulfinyl c-c6 alkyl; c!~c6 _ Alkylsulfonyl CcC: 6 alkyl; cyano (^~(:6 alkyl; CpC6 alkoxyCl~C6 alkoxy; C3~C8 cycloalkyl C) [~C6 alkoxy; hydrazine. Oxygen CrC: 6 alkoxy; cyano (^~(:6 alkoxy; (: fluorenyl; C!~C: 6 alkoxyimino-based Cl~Q); carboxyl; Cl~ Q alkoxycarbonyl; amine carbenyl; mono(Cl~C:6 alkyl)aminocarbonyl; bis(Cl~G alkyl)aminocarbonyl; having an oxygen atom, a sulfur atom and a nitrogen atom selected from 6 1 to 5 heteroatoms a number of 2 to 1 fluorene heterocyclic group (the heterocyclic ring of the group may be substituted with 2 or more identical or mutually different R14), or may have 1 to 5 hetero atoms selected arbitrarily from the oxygen Si: and nitrogen atoms. Carbonaceous C/Cl~C6 oxy group (the disc having a hetero atom selected from the group consisting of an oxygen atom and a diatomic atom) may be V or more than two or the same or different. For the adjacent 2 cores 12 16/)', the directly bonded carbon material is connected to the oxygen atom, the sulfur atom and the nitrogen atom of each R12 = the agricultural ring, or has a selected one Ring, at this time, the shape of 4 heteroatoms of 4 to 8 ••• can pass through the tooth atom, cyano group, 颂320292 348 200920255 alkyl, C!~C6 halogenated base, Ci~C6 alkoxy, Ci~c6 a halogenated alkoxy group, or a pendant oxy group; R13 represents a pendant oxy group (0X0); a thiol group (also a hydrazine group; a hydroxyl group; a halogen atom; a succinyl group; a cyano group; a decyl group; a C2 to C6 alkenyl group; C2~C6 alkynyl; C3~Cs cycloalkyl; C3~c8 cyclodeptyl (^~(:6 alkyl; Ci~C6 haloalkyl; c2~c6 i alkenyl; c3~C8 halocycloalkyl) ; c3~C8 i cycloalkyl (^~匚6 alkyl; c)~c6 alkoxy ; c2~c6 alkenyloxy; c2~c6 alkynyloxy; C3~c8 cycloalkyloxy; C3~c8 cycloalkyl (: 丨~(:6 alkoxy; halogen alkoxy, C 〗 〖C6 Alkoxylated CrCs alkoxylate; C 〗 〖C6 halogenated alkoxy CrC: 6 alkoxy; cyano C 〗 〖C6 alkoxy; (^~06 alkyl carbonyloxy CfC6 alkylthio; Ci~ Cg. succinyl acid group; C] ~ (36 alkyl sulphate; Ci ~ C6 halogen alkyl thio; (^ ~ (: 6 halogen-based sulphate; Ci-C6 haloalkyl sulfonyl; Amino; monoalkyl)amino; di(Ci~C6 alkyl)amine; Ci~C6 mercaptoamine; carboxyl; CrCV oxime &amp; amide carboxylic acid; mono(CrCg alkyl)amine Alkylcarbonyl; di(Ci~c6 alkyl)aminocarbonyl; CrC6 fluorenyl; C]~C6 alkoxyimino (^~(:6 alkyl; CrC:6 alkoxyCl~(:6) Base; Cl~〇6 alkylthio-Ci~C6 alkyl, C]~C6 alkylsulfinyl c!~C6 alkyl; (^~〇: 6 alkylsulfonyl C!~C6 alkyl ; CVC6 haloalkylthio ruthenium ~ 匚 6 alkyl; CVQ i alkyl sulfinyl sulfonyl Cl~G: 6 alkyl; Cl~C6 _ alkylsulfonyl Ci~C6 alkyl; or cyanoCl ~c6 burning base; , Ru, may be a 4- to 8-membered carbocyclic ring formed by two adjacent R13s connected to each other and directly bonded to each Rn, or having an oxygen atom, a sulfur atom, and a nitrogen atom. 4 to 8 membered heterocyclic rings of 1 to 4 heteroatoms, and 320292 349 200920255 formed at this time may be halogen atoms, cyano groups, nitro groups, Ci~C6 alkyl groups, c-wide q-haloalkyl groups, CrC6 Alkoxy, CrC6 haloalkoxy, or pendant oxy group; R14 represents a halogen atom, a nitro group, a cyano group, a c-C6 alkyl group, a Ci~c6 haloalkyl group, a C^C6 alkoxy group, or a Cl~ C6 haloalkoxy; A1 represents C(R15R16); A2 represents C(R17R18), or 〇0; A3 represents C(R19R20)〆R15, R16, R17, R18, R19&amp; R2〇 are independent of each other and represent a hydrogen atom or CpC6 alkyl, in addition, Ri5 and R2〇 may also be linked to form a C2~C5 alkyl chain, and together with adjacent carbon atoms constitute a ring 2' as in the side of claim 1 of the scope of the patent An oxypyrazine derivative or a pesticide-acceptable salt thereof, wherein, in the above formula m, X2 is CH (the carbon atom may be substituted by R2). 3. The pendant oxy-indigo derivative according to the first aspect of the patent application or the permissible salt of the pesticide thereof, wherein the above formula [X2] is N(〇)m. 4. The pendant oxypyridinium derivative of the first aspect of the invention, or the salt thereof, wherein R3 is a transbasic group; or 〇·Μ+ (μ+ represents an alkali metal) Cationic or ammonium cation). 5. The pendant oxypyrazine derivative according to the first aspect of the patent application, or a pesticide-permissible salt thereof, wherein, in the above formula [I], Χ 2 is CH (the carbon atom may be substituted by R 2 ), or nitrogen Atom; R1 represents a hydrogen atom; Cl~Ci2 alkyl; c2~C6 alkenyl; 匕~匕 alkyne f 'C3~C8 cycloalkyl; Ci~Q haloalkyl; c2~c6 i alkenyl; Cl~C6 alkane Base thiol C~C6 alkyl; C wide C6 alkylsulfonyl Ci~c6 alkyl; 320292 350 200920255 Cl~C6 force oxyl~Cg alkyl; Cl~C6 entertainment ioxyCl~C6 Oxyalkyl, phenoxy Ci~C0 alkyl; Ci~C6 halogenoxy (^~6); tetrahydrofuran CrC: 6 alkoxy CVC6 alkyl; Cl~c6 alkylsulfonic acid CVC6 Oxygen (: 丨~(:6 alkyl; cyano Ci~C6 alkoxy Cl~C6 alkyl; cyano (^~(:6 alkyl; (: 广(:6 alkylcarbonyloxyCl~) C6 alkyl group, CrC6 acid group C 〗 〖Ce alkyl group; C wide C0 alkoxy group (^~(^6 alkyl; (WN-OCOCrC^ alkyl; ¢6%. aryl Ci~c6 alkyl) (The aryl group of the group may be substituted by 1 or more identical or mutually different &amp;8); Hef-CrC: 6 alkyl (the group may be passed through! or 2 R9 substituted by the same or different); NR10Rii group; &amp;~Cl〇 aryl (this group may be substituted by i or more than 2 identical or different); or Hetl group (the base may be worked or more than 2) The same or mutually different r 13 is substituted); Het1 represents tetrahydrofuran, tetrahydrothiophene, tetrahydrothiophene dioxide, tetrahydrothiopyran, tetrahydrothiopyran dioxide, 4,5-dihydroisoindole Azole, thiophene, pyrazole, oxazole, isoxazole, thiazole, isothiazole, 1,2,4-triazole 'i, 2,4-anthraquinone, 1,3,4-«sedadiazole, hydrazine Biting, towering, pyridine, 卩 well, dihydrobenzofuran, 1,3-benzodioxan, benzoh,4_dipinene, benzofuran, hydrazine; R2 represents a halogen atom , nitro, Cl~C6 alkyl, Cl~c6 haloalkyl, Ci~C6 alkoxy, Ci~C6 alkylthio, Ci~c6 alkylsulfonyl, or heart~decyloxyCl~ C6 alkyl; R3 represents a trans group; R represents a halogen atom, a CrC6 haloalkyl group, a CrC6 alkoxy group, or a Ci~C6 haloalkoxy group; 320292 351 200920255 2 = 1. 6 yards, from an atom, or... Burning base; base group; independent table with broad base, or C... burn oxygen 7 = atom , mercapto, exact, cyano, c C3~c8% alkyl, Ci~c6 from alkoxy, C2~C6, oxygen A, C Γ * 16 burning base, C2~C6 rare c Γ, 虱Base Cl~G, alkoxy, CrC6 alkylthio, ::di:yl, C1~c", thiol, C1~c", oxy, urethane, chloro, cyano CA .&quot;1 C6 fluorenyl, Cl~Q alkoxycarbonyl, bis(Cl~〇6 alkyl) valeryl, or Hef-CrC^ alkane 1 its $ $ 2 neighboring 2] In the case of -#, R, which may also be a phase y and together with the carbon atoms directly bonded to the carbon atoms, form a carbon ring, and 戋 is represented by &amp; ', 1. L. having 4 to 8 membered heterocyclic rings selected from the group consisting of a milk atom, a sulfur atom and a nitrogen atom; 4 hetero atoms, the ring formed at this time may be a fluorene, a C-G-alkyl group or a pendant oxy group. Substituted; C Rr ί Γ oxy, (tetra), Cl~Q, lc~U, 1-6 alkoxy, or mono(CpC6 alkyl)amine. Or a pesticide-permissible salt of any one of the above-mentioned formulas, wherein the above formula is attached, x is CH (the group may be substituted by R2), and R represents hydrogen. Atom; Ci~Ci2 炫; c2~c6 dilute; ^~^ block=C3~C8 Weiji; Ci~C6 "base; Ci~C6 alkylthio-c^ burned basestone xanthine-based Cl~c6 alkyl; Ci~c6 alkoxy Cl~Q = soil 'C" C6-yard oxy-CrQ alkoxy Ci~c6 alkyl; phenoxy wide-6 alkyl; Ci~C6 haloalkoxy Ci~c6 alkyl; Tetrahydrofuran Cl~Q 320292 352 200920255 Alkoxy Ci~C6 alkyl; (^~(^alkylsulfonyl 0 broad (6 alkoxy CrC6 alkyl; cyano (^~(:6 alkoxy Ci) ~C6 alkyl; cyano C broad C6 alkyl; C] ~ C6 alkyl carbonyloxy Cl~c6 alkyl; fluorenyl CrCe alkyl; ci~c6 alkoxycarbonyl (^~(^ alkyl; Wn-ococvq alkyl; C6~C1() aryl cvq alkyl (the aryl group of the group may be substituted by 1 or more identical or mutually different R8); HetLCrCs alkyl (the group may be 1 or 2) The same or different R9 substitutions above; nr10r1i group; C6~C1G aryl group (the group may have 1 or more identical or mutually different R I2 substituted), or Het1 group (this group may be substituted by hydrazine or 2 or more identical or mutually different R13); Het represents tetrahydrofuran, tetrahydrothiophene, tetrahydrothiophene dioxide, tetrahydrothiopyran, tetrahydrothiopyran Dioxide, 4,5-dihydroisoxazole, thiophene, pyrazole, % saliva, isoindole. Sit, thiazole, isothiazole, i, 2,4-triazole, oxadiazole, 1,3,4 - thiadiazole, pyridine, morphine, pyrimidine, pyridin, 2,3-dihydrobenzofuran, 1,3-benzodioxan, benzodioxene, benzofuran, hydrazine; R2 Halogen atom, nitro group, Cl~C6 alkyl group, Cl~c:6 haloalkyl group, CcC6 alkoxy group, Cl~Ce alkylthio group, Ci~C0 alkylsulfonyl group, or C-C6 alkoxy group c 〗 〖c6 alkyl; R3 represents a trans group; R8 represents a _ atom, or Cl~c6 alkoxy; r9 represents a C to C6 alkyl; R10 and RU are independent of each other, meaning Ci~Q alkyl, or Crh alkane Carbonyl; 320292 353 200920255 R12 represents a halogen atom, _, C3~C8 cycloalkyl, C]~Q from an alkane, a cyano group, a C~~C6 alkyl group, an oxy group, a C2~C6 alkynyloxy group, C :~::: alkoxy, C2~C6 olefin C c 6 haloalkoxy, C] ~C6 alkylthio, chloroalkyl C-polyalkyloxy, ch ^ Cs cyanide AC glycerol 1 C6 haloalkoxy Cl 匸 6 alkoxy, 'di:t, cl~C6 brewing base, C1~ C6 is followed by oxygen, one = 6, an anthracene, or a Hetl_cl~c-dooxy group; the two R12s directly adjacent to each other are adjacent to each other and form a carbon group together with the two rear atoms. And a hetero atom radical substitution in a gas atom; a clothing-South atom, c "c6 alkyl group, or a side oxygen R", a side oxy group, a halogen atom, C r A ^ ^ Γ η ^ ^ ^ 1 HaloalkylCl~C6 alkoxy, or a mono(c~cvalkyl)amine group. 7. As claimed in claim 1, 3, 4 or 5, the arable derivative or a salt thereof, X1 represents an oxygen atom; X2 represents a nitrogen atom; In [I], R is not a wind atom; Cl~Cl2 is a base; C2~C6 alkenyl; C2~Cd is a base, 匕~(:6 is a burnt base; c2~c6 is a halogenated base; c wide is a C6 sulfhydryl group Base q~^ calcinyl, CVC6-laboxyl-C6-alkyl; Ci~c6-alkoxy-Cl~匸6 alkyl; q~C6 alkoxycarbonyl Ci~Q alkyl; C6~CiG aryl Ci 〜q alkyl (the aryl group of the group may be substituted by 2 or more identical or mutually different ge 8); HeP-CrC6 alkyl (this group may be i or more than 2 identical or mutually 320292 354 200920255 different R9 substituted); C: 6~ci 〇 aryl (the group may be substituted by 1 or 2 identical or mutually different Rl2); or Het2 group (the group may be 1 or 2 identical or different R13) Substituted), Het2 represents 4,5-dihydroisoxazole, thiophene, pyrazole, isoxazole, pyridinium, 2,3-dihydrobenzofuran, anthracene, 3_benzodioxime, benzene And - 丨, 'two daughters; R2 means halogen atom, Cl~C6 alkyl, Ci~c6 alkyl Group, or a firing Ci~C6 group; R3 represents a hydroxy group, * 1 ~ lake group, or R8表示齒原子、Ci〜C6 A烷基、c 鹵烷氧基； 〜基4原子、或Ci〜C6i院基； 表不卣原子、氰基、C C俨其 C!〜c6#烷其、r r 1 L6烷基、c3〜c8環烷基 土 Ci〜C6炫氧基、c 南俨氫I 齒烷基硫基； 1 h鹵烷乳基、或C1〜( 再者’R12,亦可為相鄰的2個 二所直接鍵結的破原子共同形成連二且與* 子、硫原子及氮原子中之丨δ/ 次具有％自氧3 環，此時“ 至4個雜原子之4至8昌 r13^所形成的環可經齒原子取代，· 8貝 表不齒原子、Cl〜c6烷基 烷氧基。 L】〜鹵烷基、或（：广 種 通式[J1]所 示之化合物 ’該通式[J1]為： 320292 355 200920255R8 represents a tooth atom, a Ci~C6 A alkyl group, a c-haloalkoxy group; a yl group of 4 atoms, or a Ci~C6i group; a non-halogen atom, a cyano group, a CC group, a C!~c6# alkane thereof, rr 1 L6 alkyl, c3~c8 cycloalkyl soil Ci~C6 decyloxy, c sulfonium hydrogen I dentate alkylthio; 1 h haloalkyl emulsion, or C1~ (again, 'R12, can also be phase Two adjacent two directly bonded broken atoms form a continuum and have a 自δ/time with a *, a sulfur atom and a nitrogen atom with a % from the oxygen 3 ring, at which time "to 4 heteroatoms 4 to 4 The ring formed by 8 Chang r13^ can be substituted by a tooth atom, and 8 is a non-dentate atom, a Cl~c6 alkyl alkoxy group. L]~haloalkyl group, or (: a broad variety of formula [J1] The compound 'the general formula [J1] is: 320292 355 200920255 [Jl] {式中， X1表示氧原子或硫原子； X表不CH(該奴原子可經r2取代）、或氣原子； R表示 Ci〜C12烧基；c2~C6烯基；匸2〜块基；C3~Cs 環烧基；CVC6鹵烷基；c2〜c6鹵烯基；匚广^烷基硫基 烧基；CpCe烷基磺醯基Cl〜C6烷基；（^〜(：6烷氧 基&lt;^〜0：6院基；CVh烷氧基Cl〜C6烷氧基Ci〜C6烷基； 苯氧基CcC：6院基；Cl〜c6鹵烷氧基Cl〜c6烷基；四產 吱喃CfC：6烧氧基Cl〜c6烷基；Ci〜c6烷基磺醯基Ci〜c 烧氧基c^c：6烧基；氰基Cl〜c6烷氧基（^〜(：6烷基.；氰 基CfC：6烧基；CrC：6烷基羰氧基烷基；Ci〜C； 酿基C广Q烷基；Cl〜C6烷氧基幾基Cl〜C6烷基； (R6R7N-C=〇)Cl〜C6烷基；C6〜Cl()芳基Cl〜C6烷基（該基 的芳基可經1或2個以上相同或互異的R8取代）； HW-CrC：6烷基（該基可經丨或2個以上相同或互異的 R取代），NR1%11基；C6〜ClG芳基（該基可經i或2個 以上相同或互異的取代）；或11以基（該基可經玉或 2個以上相同或互異的R13取代）； R表_不鹵原子、硝基、Ci〜C6烷基、Cl〜C6鹵烷基、 Ci〜C6烷氧基、Ci〜C6烷基硫基、C][〜C6烷基磺醯基、或 320292 356 200920255 Cl〜C6烧氧基Cl〜C6烧基； 當X2係CH(該基可經R2取代）時，n表示〇至 數；當X2係氮原子時，η表示0至3的整數；4的整 R6及R7相互獨立，表示烷基； 再者’ R6 A R7,亦可為該等連接在—起且與 鍵結的氮原子共同形成5至6員環，此時' 中，8除R6及R7所鍵結之氮原子以外，尚可存在氧原子％ R8表示i原子、（：广〇:6齒烷基、c c p ， 二表* ?〜c6烷基、齒原子、或Ci〜C6齒燒基，· R及R相互獨立，表示Ci〜C6燒基 基羰基； X ^ ^坑虱 原子、經基、硝基、氰基、Ci〜c “完基、 C3〜c8%烷基、Ci〜c6鹵烷基、c 甘 氧基、c2〜c6炔氧基、Ci〜c6由燒氧6二氧基、.C2〜C4 q〜c6絲磺醯基 丨二土、Cl〜C6烷基硫基、 C广c6燒芙、C Γ 岐基硫基、Cl〜C6燒氧基 烷基C3〜C8裱烷基（：！〜（：栌气1 〇 烧氧基、Cl〜c6酿基、C1〜C 6 W基、氣基CK6 .基）胺基、或HetLCl〜C6院氧基，土幾基、二（CA燒 再者，R12,亦可為相鄰 等所直接鍵結的碳原子共連接在一起且與該 子、硫原子及氮原子中之i / 4成^環，或具有選自氧原 環，此時所形成的環可經自_ =原子之4至”雜 基取代； 7'千、CfQ烷基、或側氧 320292 357 200920255 R表不側氧基、南原子、Ci〜c6貌基 Ci〜Ca炫盡：a： , Li〜匚6鹵烧基、 1 6乳基、或單（心〜(：6烷基）胺基； Y表示南原子、或氰基； 沿t :不四氫噻吩、四氫噻吩二氧化物、四氫噻 四風嗟喃二氧化物、4,5_二氫異，坐 唑、里嚀吔 办， 57 ^ i % 4:二嗟唾、異嗟唾、!二邮 ，，土〜唑、吡咬、嗒哄、嘧啶、吡哄、2,3_二氫苯并 吱喃、1，3、笨并二曙茂、苯并_M_二嘴稀 吲哚}。 南 9. 一種通式[j2]所示之化合物，該通式[π]為:[Jl] wherein X1 represents an oxygen atom or a sulfur atom; X represents CH (the slave atom may be substituted by r2), or a gas atom; R represents a Ci~C12 alkyl group; c2~C6 alkenyl; 匸2~ Block group; C3~Cs cycloalkyl; CVC6 haloalkyl; c2~c6 haloalkenyl; 匚广^alkylthioalkyl; CpCe alkylsulfonyl Cl~C6 alkyl; (^~(:6 Alkoxy group &lt;^~0:6 yards; CVh alkoxy group C1 to C6 alkoxy Ci~C6 alkyl group; phenoxy CcC: 6 yard group; Cl~c6 haloalkoxy group C~c6 alkyl group ; tetra-producing CfC: 6 alkoxy Cl~c6 alkyl; Ci~c6 alkylsulfonyl Ci~c alkoxy c^c: 6 alkyl; cyano-Cl~c6 alkoxy (^~ (6 alkyl.; cyano CfC: 6 alkyl; CrC: 6 alkylcarbonyloxyalkyl; Ci~C; bromo C broad Q alkyl; Cl~C6 alkoxy group C~C6 alkane (R6R7N-C=〇)Cl~C6 alkyl; C6~Cl() arylCl~C6 alkyl (the aryl group of the group may be substituted by 1 or more identical or mutually different R8); HW -CrC: 6 alkyl (this group may be substituted by hydrazine or 2 or more identical or mutually different R), NR1% 11 base; C6~ClG aryl (this group may be i or more than 2 identical or different Replace); or 11 a group (the group may be substituted by jade or two or more identical or mutually different R13); R represents _ non-halogen atom, nitro, Ci~C6 alkyl, Cl~C6 haloalkyl, Ci~C6 alkoxy , Ci~C6 alkylthio, C][~C6 alkylsulfonyl, or 320292 356 200920255 Cl~C6 alkoxy Cl~C6 alkyl; when X2 is CH (the radical can be substituted by R2), n represents 〇 to the number; when X2 is a nitrogen atom, η represents an integer from 0 to 3; 4 is substantially independent of R6 and R7, and represents an alkyl group; and furthermore, 'R6 A R7, may also be connected And together with the nitrogen atom of the bond form a 5- to 6-membered ring. At this time, in addition to the nitrogen atom bonded by R6 and R7, an oxygen atom may be present. R8 represents an i atom, (: 〇: 6 Tetraalkyl, ccp, two-form *?~c6 alkyl, a tooth atom, or a Ci~C6 dentate group, R and R are independent of each other, and represent a Ci~C6 alkylcarbonyl group; X^^ Base, nitro, cyano, Ci~c "ends, C3~c8% alkyl, Ci~c6 haloalkyl, c-glyoxy, c2~c6 alkynyloxy, Ci~c6 from oxygenated 6 dioxo Base, .C2~C4 q~c6 silk sulfonyl fluorene, soil, Cl~C6 alkyl sulphide , C wide c6 burnt, C 岐 thiolthio, Cl~C6 alkoxyalkyl C3~C8 decyl (:! ~ (: 栌 gas 1 〇 alkoxy, Cl ~ c6 brewing, C1 ~ C 6 W-based, gas-based CK6. yl) amine group, or HetLCl~C6-yard oxy group, soil group, two (CA-burning, R12, may also be co-linked by carbon atoms directly bonded to each other Together with and i/4 in the sub, sulfur and nitrogen atoms, or having an oxo ring selected, the ring formed at this time may be substituted by 4 to "hetero" of the _ = atom; 'Thousand, CfQ alkyl, or side oxygen 320292 357 200920255 R is not a side oxy group, a South atom, Ci~c6 appearance base Ci~Ca dazzle: a: , Li ~ 匚6 halogenated base, 16 6 milk base, Or a single (heart ~ (: 6 alkyl) amine group; Y represents a south atom, or a cyano group; along t: no tetrahydrothiophene, tetrahydrothiophene dioxide, tetrahydrothiazepine dioxide, 4 , 5_ dihydroiso, sitazole, 咛吔 咛吔, 57 ^ i % 4: 嗟 嗟 、, 嗟 嗟 !, ! 二 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , 3_ dihydrobenzopyrene, 1,3, stupid and dioxo, benzo-M_ two-necked吲哚}. South 9. A compound of the formula [j2], wherein the formula [π] is: [J2] {式中， X1表示氧原子或硫原子； X2表示CH(該碳原子可經R2取代）、或氮原子； Rl表示C〗〜C12烷基；c2〜c6烯基；C2〜C6炔基；C3〜C8 環炫基’ C1〜匸6鹵烷基；c2〜c6鹵烯基；Cl〜C6烷基硫基 Ci〜C6烧基，.（^〜〇6院基續酿基Ci〜C6烧基；烧氧 基匸广匚6烧基；CrQ烧氧基c^C6烧氧基C〗〜C6烧基； 笨氧基Cl〜C6燒基；C〗~C6鹵炫氧基Cl〜匸6烧基；四氫 口夫0南Ci-C6院氧基（^〜(^烧基；c.广C6烧基續醯基CrC6 烧氧基CVC6烷基；氰基Ci〜C6熄氧基〇广(：6烷基；氰 358 320292 200920255 基C广C6烷基；Cl〜C6烷基羰氧基c广c6烷基；Cl〜c 醯基Ci〜C6烧基；Cl〜C6烷氧基羰基Cl〜C6烷基， (R6R7N-c=o)Cl〜C6烷基；C6〜Ci。芳基Ci〜Q烷基基 的芳基可經1或2個以上相同或互異的R8取代 Het^C广C6烷基（該基可經丨或2個以上相同或互異的 R取代），NR RH基；C6〜Ci〇芳基（該基可經！或2個 以上相同或互異的Rl2取代）；或細基（該基可經4或2 個以上相同或互異的Ri3取代）； 一 R2表示i好、硝基、Cl〜C6絲、Μ C广W氧基、Cl〜C6炫基硫基、絲 ·； q〜c6烷氧基Cl〜c6烷基； 土 次 米當2又:為CH(該基可經R2取代）時，n為〇至4的整數. 虽X為氮原子時，η為〇至3的整數； ， R.6及R7相互獨立’表示烷基丨 再R7亦可為該等連接在—心與 結的氮原子共同形成5至6 、鍵 除所鍵結之_子料，尚可存 二子、Cl〜C6㈣、氧基、〜 R表示Ci~C6燒基、鹵原子、 互獨立，表…基; 基羰基； ^或C1〜c6烷氧 二ΐ示齒原子、經基、確基、氛基、Cl〜c h c3〜烷基、Cl〜C6南 」6烷基、 6烷氧基、C2〜C6烯 320292 359 200920255 氧基、a〜C6炔氧某、Γ Γ c r ^ ^ Λ 1 6鹵烷氧基、c广c6烷基硫基、 C广C6況基〜酸基、… r c ^ 1 c6 _烷基硫基、Cl〜C6烷氧基 C广U沉基、c3〜cs瑗护：a门 笪η 8衣烷基c〗〜c6烷氧基、氰基Ci〜c 烷氧基、Cl〜c6醯基、c c β 6況乳基幾基、二（C丨〜Cx柃 基）胺基、或lieti-CVCrp窗苴 1 6烷 1 L6烷乳基；再者，R12，亦 鄰的2個連 订々 為相 y (且與該等所直接鍵結的碳原子 共同开&gt; 成碳環，或呈有撰白 ’、 4，、有選自氧原子、硫原子及氮原子 之1至4個雜屑早夕4 〇 ’、 至8貝雜環，此時所形成的環亦 可經鹵原_子、Cl〜C6^、或側氧基取代； R表:側氧基、齒原子、Ci〜C6烧基、c「C6南烧基、 CcC6烷氧基、或單（Ci〜C6烷基）胺基； 腦1表示四氫嗟吩、四氫嗟吩二氧化物、四氫嗟喃、 四氫噻喃二氧化物、4,5·二氫異噚唑、噻吩、吡唑、噚 °坐、異曙哇、嗟唾、異嗔吐、W，4-三〇坐、唾、 1，3,4-嗟二唑、吼咬、嗒畊、嘧咬、吡啡、2,3•二氫苯并 \, 呋喃、1，3-苯并二噚茂、苯并n噚烯、苯并呋喃' 吲哚} 〇 10.如申請專利範圍第9項之化合物，纟中，上述通式[J2] 中， R表不C2〜C6炔基；C3〜C8環烷基；Ci〜C6鹵烷基； C2〜C6齒烯基，c广C6烧基硫基CrC6垸基；c〗〜C6燒基 磺醯基C!〜C6垸基；C广C6烷氧基Cpq烷氧基Ci〜c6 燒基，本乳基Ci〜C0炫基；Ci~C6 1¾烧氧基烧基； 四氫呋喃CrC：6烷氧基Cl〜C6烷基；c^〜c6烷基磺醯基 320292 360 200920255 CcC6烷氧基C^C：6烷基；氰基Ci〜c6烷氧基Ci〜C6烷 基，氰基CrC6烷基；CrC：6烷基羰氧基C广c6烷基； CfC：6醯基C〗〜C6烷基；C〗〜C6烷氧基羰基c广c6烷基； (RRN-C-〇)Ci〜C6烷基；C6〜C10芳基Cl〜c6烷基（該基 的方基可經1個以上相同或互異的R8取代）；Hetl_Ci〜C6 燒基（忒基可經1或2個以上相同或互異的R9取代）； NrIOrIi基；或Heti其^今装 飞 基（該基可經1或2個以上相同或互 異的R13取代）。 11.如申請專利範圍第9 g _ 固罘負之化合物，其中，上述通式[J2] X表示氮原子； 二1二示C6〜C1°芳基(該基可經1或2個以上相同或 異的R12取代）。 u 4 除:劑，係含有申請專利範圍第…中 之側氧基謂衍生物或其鹽作為活性成分。 13.—種除草劑之使用古&amp; ^ 丨风刀 方法’其特徵為使用令 12項之除草劑之有* 4專利乾園！ 匀效夏處理土壌及/或植物。 320292 361 200920255 七、指定代表圖： (一） 本案指定代表圖為：第（）圖。 (二） 本代表圖之元件符號簡單說明： 八、本案若有化學式時，請揭示最能顯示發明特徵的化學式： R3 Ο X1[J2] wherein X1 represents an oxygen atom or a sulfur atom; X2 represents CH (the carbon atom may be substituted by R2), or a nitrogen atom; R1 represents C]~C12 alkyl; c2~c6 alkenyl; C2~C6 Alkynyl; C3~C8 cyclodextrin' C1~匸6 haloalkyl; c2~c6 haloalkenyl; Cl~C6 alkylthio-Ci~C6 alkyl,.(^~〇6-based continuation base Ci ~C6 alkyl; alkoxy 匸 匸 匚 6 burnt base; CrQ alkoxy c ^ C6 alkoxy C 〗 〖C6 alkyl; stupidoxy Cl ~ C6 alkyl; C 〗 ~ C6 halooxy ~匸6烧基;四氢口夫0南Ci-C6院氧(^~(^烧基;c.广C6烧基Continuous 醯-based CrC6 alkoxy CVC6 alkyl; cyano Ci~C6 deaerator Base 〇 wide (: 6 alkyl; cyanide 358 320292 200920255 base C wide C6 alkyl; Cl~C6 alkyl carbonyloxy c wide c6 alkyl; Cl~c thiol Ci~C6 alkyl; Cl~C6 alkoxy a carbonyl group, a C1 alkyl group, a (R6R7N-c=o)Cl~C6 alkyl group; a C6~Ci. an aryl group of a Ci~Q alkyl group may be substituted by one or two or more identical or mutually different R8 groups. Het^C wide C6 alkyl (this group may be substituted by hydrazine or 2 or more identical or mutually different R), NR RH group; C6~Ci aryl group (the group may be passed through! or 2 or more phases) Or mutually different Rl2 substituted); or a fine group (the group may be substituted by 4 or more identical or mutually different Ri3); one R2 represents i, nitro, Cl~C6 silk, ΜC broadly methoxy , Cl~C6 thiolthio, silk·; q~c6 alkoxy Cl~c6 alkyl; earthy rice when 2: for CH (the group can be substituted by R2), n is an integer from 〇 to 4 When X is a nitrogen atom, η is an integer from 〇 to 3; R.6 and R7 are independent of each other', and the alkyl group and then R7 may also form 5 to 6 together with the nitrogen atoms of the core and the junction. , the key is removed from the bond, the second sub-material, Cl~C6 (tetra), oxy, ~ R represents Ci~C6 alkyl, halogen atom, independent, table, base; carbonyl; ^ or C1~c6 Alkoxydioxime indicates a tooth atom, a transradical group, a deterministic group, an aryl group, a Cl~ch c3~alkyl group, a Cl~C6 south "6 alkyl group, a 6 alkoxy group, a C2~C6 olefin 320292 359 200920255 oxy group, a ~C6 alkyne oxygen, Γ Γ cr ^ ^ Λ 1 6 haloalkoxy, c-c6 alkylthio, C-C6-group-acid group, ... rc ^ 1 c6 _ alkylthio, Cl~C6 Alkoxy C wide U sinking base, c3 ~ cs 瑗 protection: a threshold 笪 8 clothing alkyl c C6 alkoxy group, cyano Ci~c alkoxy group, Cl~c6 fluorenyl group, cc β 6 state milyl group, bis(C丨~Cx fluorenyl)amine group, or lieti-CVCrp window 苴1 6 alkane 1 L6 alkane based; in addition, R12, also adjacent two of the ordered 々 are phase y (and co-bonded with the carbon atoms directly bonded to the &gt; into a carbon ring, or have a white ', 4 , having one to four impurities selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom, from 4 〇' to 8 杂环, and the ring formed at this time may also be a halogen atom, Cl~C6^ Or a pendant oxy group; R table: a pendant oxy group, a tooth atom, a Ci~C6 alkyl group, a c"C6 south alkyl group, a CcC6 alkoxy group, or a mono(Ci~C6 alkyl) amine group; Tetrahydroporphin, tetrahydroporphin dioxide, tetrahydrofuran, tetrahydrothiopyran dioxide, 4,5-dihydroisoxazole, thiophene, pyrazole, 噚°, 曙 曙, 嗟Saliva, phlegm, W, 4-three sputum, saliva, 1,3,4-oxadiazole, bite, sorghum, pyrimidine, pyridin, 2,3•dihydrobenzox, furan, 1,3-benzodioxin, benzonene, benzofuran '吲哚} 〇10. a compound, hydrazine, in the above formula [J2], R represents a C2 to C6 alkynyl group; a C3 to C8 cycloalkyl group; a Ci~C6 haloalkyl group; a C2 to C6 alkenyl group, a C-C6 alkyl group-containing sulfur CrC6 fluorenyl; c 〗 〖C6 alkyl sulfonyl C! ~ C6 fluorenyl; C widely C6 alkoxy Cpq alkoxy Ci ~ c6 alkyl, this dairy based Ci ~ C0 炫; Ci ~ C6 13⁄4 Alkoxyalkyl; tetrahydrofuran CrC: 6 alkoxy Cl~C6 alkyl; c^~c6 alkylsulfonyl 320292 360 200920255 CcC6 alkoxy C^C: 6 alkyl; cyano Ci~c6 alkoxy a group of Ci~C6 alkyl, cyanoCrC6 alkyl; CrC: 6 alkylcarbonyloxy C broad c6 alkyl; CfC: 6 fluorenyl C 〜 C6 alkyl; C 〗 〖C6 alkoxycarbonyl c wide c6 (RRN-C-〇)Ci~C6 alkyl; C6~C10 aryl Cl~c6 alkyl (the radical of the group may be substituted by one or more identical or mutually different R8); Hetl_Ci~C6 is burned The group (the fluorenyl group may be substituted by 1 or more identical or mutually different R9); NrIOrIi group; or Heti, which is substituted by one or more than the same or mutually different R13. 11. The compound of claim 9 g _ 罘 ,, wherein the above formula [J2] X represents a nitrogen atom; and the 1-2 represents a C6 to C1 ° aryl group (the group may be the same by 1 or more) Or a different R12 substitution). U 4 In addition to the agent, the side oxy derivative or a salt thereof in the scope of the patent application is contained as an active ingredient. 13. The use of herbicides in the ancient &amp; ^ hurricane knife method' is characterized by the use of 12 herbicides with * 4 patent dry garden! Uniform treatment of soil and/or plants in summer. 320292 361 200920255 VII. Designated representative map: (1) The representative representative of the case is: (). (2) A brief description of the symbol of the representative figure: 8. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: R3 Ο X1 5 3202925 320292
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